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

HRID 1950301Notes

Reaction equation

HRID 1950301 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13]2[CH:18]=[CH:17][C:16]([O:19]C(=O)C)=[CH:15][CH:14]=2)=[C:7]([NH2:23])[CH:6]=1)(=O)C.Cl.[F:25][C:26]1[CH:27]=[C:28]([CH:32]=[CH:33][C:34]=1[O:35][CH2:36][CH2:37][N:38]1[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]1)[C:29](Cl)=O>>[F:25][C:26]1[CH:27]=[C:28]([CH:32]=[CH:33][C:34]=1[O:35][CH2:36][CH2:37][N:38]1[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]1)[CH2:29][NH:23][C:7]1[CH:6]=[C:5]([OH:4])[CH:10]=[CH:9][C:8]=1[CH:11]=[CH:12][C:13]1[CH:14]=[CH:15][C:16]([OH:19])=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 230871263-Fluoro-4-(2-piperidin-1-ylethoxy)benzoyl chloride hydrochlorideHCID 66625610Acetic acid 4-[2-(4-acetoxy-2-aminophenyl)vinyl]phenyl ester

Product 1

HCID 666263153-[3-Fluoro-4-(2-piperidin-1-ylethoxy)benzylamino]-4-[2-(4-hydroxyphenyl)vinyl]phenolYield 20%

Procedure

Synthesized from acetic acid 4-[2-(4-acetoxy-2-aminophenyl)vinyl]phenyl ester (300 mg) and 3-fluoro-4-(2-piperidin-1-ylethoxy)benzoyl chloride hydrochloride (370 mg) according to an analogous synthetic method to Example 152, the title compound (89 mg) was obtained.

Sources & evidence

ORD record
ord-a42fe6549820460ab1e795cec4f9177e
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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