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

HRID 1950300Notes

Reaction equation

HRID 1950300 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[CH:10]=[CH:11][C:12]1[CH:17]=[CH:16][C:15]([O:18]C(=O)C)=[CH:14][CH:13]=1.Cl.[F:23][C:24]1[CH:25]=[C:26]([CH:30]=[CH:31][C:32]=1[O:33][CH2:34][CH2:35][N:36]1[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]1)[C:27](Cl)=O>>[F:23][C:24]1[CH:25]=[C:26]([CH:30]=[CH:31][C:32]=1[O:33][CH2:34][CH2:35][N:36]1[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]1)[CH2:27][NH:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[CH:10]=[CH:11][C:12]1[CH:13]=[CH:14][C:15]([OH:18])=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 230871263-Fluoro-4-(2-piperidin-1-ylethoxy)benzoyl chloride hydrochlorideHCID 66627499Acetic acid 4-[2-(2-amino-4-methoxyphenyl)vinyl]phenyl ester

Product 1

HCID 666257604-{2-{2-[3-Fluoro-4-(2-piperidin-1-ylethoxy)benzylamino]-4-methoxyphenyl}vinyl}phenolYield 67.6%

Procedure

Synthesized from acetic acid 4-[2-(2-amino-4-methoxyphenyl)vinyl]phenyl ester (240 mg) and 3-fluoro-4-(2-piperidin-1-ylethoxy)benzoyl chloride hydrochloride (660 mg) according to an analogous synthetic method to Example 152, the title compound (273 mg) was obtained.

Sources & evidence

ORD record
ord-121cbf6681814afb96a50577b969a1e8
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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