877397-65-4

  • Product Name:(S)-1-(2,6-Dichloro-3-fluorophenyl)ethanol
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Product Details

Purity:99%

High Quality Pharmaceutical Intermediates 877397-65-4 (S)-1-(2,6-Dichloro-3-fluorophenyl)ethanol

  • Molecular Formula:C8H7Cl2FO
  • Molecular Weight:209.047
  • Vapor Pressure:0.006mmHg at 25°C 
  • Refractive Index:1.547 
  • Boiling Point:261.329 °C at 760 mmHg 
  • PKA:13.30±0.20(Predicted) 
  • Flash Point:111.848 °C 
  • PSA:20.23000 
  • Density:1.407 g/cm3 
  • LogP:3.18580 

(S)-1-(2,6-Dichloro-3-fluorophenyl)ethanol(Cas 877397-65-4) Usage

Article

Source

Uses

(S)-1-(2,6-Dichloro-3-fluorophenyl)ethanol is an intermediate in the synthetic preparation of Crizotinib (C785000), a potent and selective dual inhibitor of mesenchymal-epithelial transition factor ( c-MET) kinase and anaplastic lymphoma kinase (ALK). Crizotinib is a potential antitumor agent.

InChI:InChI=1/C8H7Cl2FO/c1-4(12)7-5(9)2-3-6(11)8(7)10/h2-4,12H,1H3/t4-/m0/s1

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877397-65-4 Process route

(1S)-1-(2,6-dichloro-3-fluorophenyl)ethyl acetate
877397-68-7

(1S)-1-(2,6-dichloro-3-fluorophenyl)ethyl acetate

(S)‐1‐(2,6-dichloro-3-fluorophenyl)ethanol
877397-65-4

(S)‐1‐(2,6-dichloro-3-fluorophenyl)ethanol

Conditions
Conditions Yield
(1S)-1-(2,6-dichloro-3-fluorophenyl)ethyl acetate; With sodium methylate; In methanol; at 0 - 20 ℃; for 4h;
With sodium acetate; acetic acid; In water; pH=7;
94.9%
With sodium methylate; In methanol; at 0 - 20 ℃; for 4h;
94.4%
With methanol; sodium methylate; at 0 - 20 ℃; for 4h;
94.9%
(1S)-1-(2,6-dichloro-3-fluorophenyl)ethyl acetate; With sodium methylate; In methanol; at 0 - 20 ℃; for 4h;
With water; In methanol; pH=7; sodium acetate-acetic acid buffer;
94.9%
With lithium hydrochloride monohydrate; In methanol; at 0 - 5 ℃; for 0.75h;
94%
With sodium methylate; In methanol; at 0 - 20 ℃; for 4h; Inert atmosphere;
94.9%
With sodium methylate; In methanol; at 0 - 20 ℃; for 4h; Inert atmosphere;
94.9%
With sodium methylate; In methanol; at 0 - 20 ℃; for 4h; Inert atmosphere;
94.9%
1-(2,6-dichloro-3-fluorophenyl)ethanol
756520-66-8

1-(2,6-dichloro-3-fluorophenyl)ethanol

(S)‐1‐(2,6-dichloro-3-fluorophenyl)ethanol
877397-65-4

(S)‐1‐(2,6-dichloro-3-fluorophenyl)ethanol

Conditions
Conditions Yield
In Petroleum ether; at 40 ℃; for 5.25h; Inert atmosphere;
66.7%
With dmap; 1-(tert-butoxycarbonyl)-L-proline; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,2-dichloro-ethane; at 0 - 20 ℃;
65.6%
With dmap; 1-(tert-butoxycarbonyl)-L-proline; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,2-dichloro-ethane; at 0 - 20 ℃;
65.6%
With dmap; 1-(tert-butoxycarbonyl)-L-proline; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,2-dichloro-ethane; at -5 ℃;
58%
Multi-step reaction with 3 steps
1: pyridine / dichloromethane / 12 h / 20 °C
2: sodium hydroxide / aq. phosphate buffer / 20 h / 20 °C / pH 7.0 / Enzymatic reaction
3: sodium methylate / methanol / 4 h / 0 - 20 °C / Inert atmosphere
With pyridine; sodium methylate; sodium hydroxide; In methanol; aq. phosphate buffer; dichloromethane;
 
Multi-step reaction with 5 steps
1: pyridine / dichloromethane / 12 h / 20 °C
2: sodium hydroxide / aq. phosphate buffer / 20 h / 20 °C / pH 7.0 / Enzymatic reaction
3: pyridine / 3 h / 20 °C / Inert atmosphere
4: N,N-dimethyl-formamide / 12 h / 100 °C / Inert atmosphere
5: sodium methylate / methanol / 4 h / 0 - 20 °C / Inert atmosphere
With pyridine; sodium methylate; sodium hydroxide; In methanol; aq. phosphate buffer; dichloromethane; N,N-dimethyl-formamide;
 
Multi-step reaction with 3 steps
1.1: pyridine / dichloromethane / 12 h / 20 °C
2.1: sodium hydroxide / aq. phosphate buffer / 20 h / 20 °C / pH 7
2.2: 3 h / 20 °C / Inert atmosphere
2.3: 12 h / 100 °C / Inert atmosphere
3.1: sodium methylate / methanol / 4 h / 0 - 20 °C / Inert atmosphere
With pyridine; sodium methylate; sodium hydroxide; In methanol; aq. phosphate buffer; dichloromethane;
 
Multi-step reaction with 3 steps
1.1: pyridine / dichloromethane / 12 h / 20 °C
2.1: sodium hydroxide / aq. phosphate buffer / 20 h / 20 °C / pH 7
2.2: 3 h / 20 °C / Inert atmosphere
3.1: sodium methylate / methanol / 4 h / 0 - 20 °C / Inert atmosphere
With pyridine; sodium methylate; sodium hydroxide; In methanol; aq. phosphate buffer; dichloromethane;
 
Multi-step reaction with 3 steps
1: pyridine / dichloromethane / 12 h / 20 °C
2: sodium hydroxide / aq. phosphate buffer / 20 h / 20 °C / pH 7
3: sodium methylate / methanol / 4 h / 0 - 20 °C / Inert atmosphere
With pyridine; sodium methylate; sodium hydroxide; In methanol; aq. phosphate buffer; dichloromethane;
 
1-(2,6-dichloro-3-fluorophenyl)ethanol; With 1-(tert-butoxycarbonyl)-L-proline; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 2h;
With sodium hydroxide; In methanol; water; at 25 ℃; for 1.5h; Further stages;
140 g
Multi-step reaction with 3 steps
1.1: pyridine / dichloromethane / 12 h / 20 °C
2.1: sodium hydroxide / aq. acetate buffer / 20 h / 20 °C / pH 7
2.2: 3 h / 20 °C / Inert atmosphere
2.3: 12 h / 100 °C / Inert atmosphere
3.1: sodium methylate / methanol / 4 h / 0 - 20 °C / Inert atmosphere
With pyridine; sodium methylate; sodium hydroxide; In methanol; dichloromethane;
 
Multi-step reaction with 3 steps
1.1: pyridine / dichloromethane / 12 h / 20 °C
2.1: sodium hydroxide / aq. acetate buffer / 20 h / 20 °C / pH 7
2.2: 3 h / 20 °C / Inert atmosphere
3.1: sodium methylate / methanol / 4 h / 0 - 20 °C / Inert atmosphere
With pyridine; sodium methylate; sodium hydroxide; In methanol; dichloromethane;
 
Multi-step reaction with 3 steps
1: pyridine / dichloromethane / 12 h / 20 °C
2: sodium hydroxide / aq. phosphate buffer / 20 h / 20 °C / pH 7
3: sodium methylate / methanol / 4 h / 0 - 20 °C / Inert atmosphere
With pyridine; sodium methylate; sodium hydroxide; In methanol; aq. phosphate buffer; dichloromethane;
 

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