3-Fluoro-4-(2-piperidin-1-ylethoxy)benzoyl chloride hydrochloride → 4-{2-{2-[3-Fluoro-4-(2-piperidin-1-ylethoxy)benzylamino]phenyl}vinyl}phenol

HRID 1950299Notes

Reaction equation

HRID 1950299 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16]C(=O)C)=[CH:12][CH:11]=1.Cl.[F:21][C:22]1[CH:23]=[C:24]([CH:28]=[CH:29][C:30]=1[O:31][CH2:32][CH2:33][N:34]1[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1)[C:25](Cl)=O>>[F:21][C:22]1[CH:23]=[C:24]([CH:28]=[CH:29][C:30]=1[O:31][CH2:32][CH2:33][N:34]1[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1)[CH2:25][NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH:9][C:10]1[CH:11]=[CH:12][C:13]([OH:16])=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 230871263-Fluoro-4-(2-piperidin-1-ylethoxy)benzoyl chloride hydrochlorideHCID 66625507Acetic acid 4-[2-(2-aminophenyl)vinyl]phenyl ester

Product 1

HCID 666271854-{2-{2-[3-Fluoro-4-(2-piperidin-1-ylethoxy)benzylamino]phenyl}vinyl}phenolYield 63.1%

Procedure

Synthesized from acetic acid 4-[2-(2-aminophenyl)vinyl]phenyl ester (328 mg) and 3-fluoro-4-(2-piperidin-1-ylethoxy)benzoyl chloride hydrochloride (500 mg) according to an analogous synthetic method to Example 152, the title compound (365 mg) was obtained.

Sources & evidence

ORD record
ord-3f2497d5b99346e1816b6fe2fac4ceeb
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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