[1-(5-Bromo-2-fluoro-phenyl)-2,2-difluoro-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester → 2-Amino-2-(5-bromo-2-fluoro-phenyl)-3,3-difluoro-propan-1-ol

HRID 81543Notes

Reaction equation

HRID 81543 reaction equation
C(OC(=O)[NH:7][C:8]([C:14]1[CH:19]=[C:18]([Br:20])[CH:17]=[CH:16][C:15]=1[F:21])([CH2:12][OH:13])[CH:9]([F:11])[F:10])(C)(C)C>Cl.O1CCOCC1>[NH2:7][C:8]([C:14]1[CH:19]=[C:18]([Br:20])[CH:17]=[CH:16][C:15]=1[F:21])([CH:9]([F:10])[F:11])[CH2:12][OH:13]

Participants

4

Reactant 1

HCID 66665722[1-(5-Bromo-2-fluoro-phenyl)-2,2-difluoro-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 666660992-Amino-2-(5-bromo-2-fluoro-phenyl)-3,3-difluoro-propan-1-ol

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A suspension of 10.22 g (26.6 mmol) [1-(5-bromo-2-fluoro-phenyl)-2,2-difluoro-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester in 133 ml 4N HCl in dioxane was stirred for two h at rt. The mixture was evaporated to give the hydrochloride salt of 2-amino-2-(5-bromo-2-fluoro-phenyl)-3,3-difluoro-propan-1-ol.

Workup

  1. customThe mixture was evaporated

Sources & evidence

ORD record
ord-9d23d0c033414c6087bb3cb9b4d8140d
Source dataset
uspto-grants-2014_09
Patent number
US08846658B2

Reaction notes

Loading…