3-(3,4-Dimethoxyphenyl)propionic acid → 3-(3,4-Dimethoxyphenyl)-1-{4-[4-(2-phenylethyl)-1,3-thiazol-2-yl]piperidin-1-yl}propan-1-one

HRID 549959Notes

Reaction equation

HRID 549959 reaction equation
Cl.[C:2]1([CH2:8][CH2:9][C:10]2[N:11]=[C:12]([CH:15]3[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)[S:13][CH:14]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH2:31][CH2:32][C:33](O)=[O:34])[CH:26]=[CH:27][C:28]=1[O:29][CH3:30]>>[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH2:31][CH2:32][C:33]([N:18]2[CH2:19][CH2:20][CH:15]([C:12]3[S:13][CH:14]=[C:10]([CH2:9][CH2:8][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)[N:11]=3)[CH2:16][CH2:17]2)=[O:34])[CH:26]=[CH:27][C:28]=1[O:29][CH3:30]

Participants

3

Reactant 2

HCID 750193-(3,4-Dimethoxyphenyl)propionic acidHCID 671568834-[4-(2-Phenylethyl)-1,3-thiazol-2-yl]piperidine hydrochloride

Product 1

HCID 671562113-(3,4-Dimethoxyphenyl)-1-{4-[4-(2-phenylethyl)-1,3-thiazol-2-yl]piperidin-1-yl}propan-1-one

Procedure

4-[4-(2-Phenylethyl)-1,3-thiazol-2-yl]piperidine hydrochloride (II-1, 309 mg) is reacted analogously to Example I-63 with 3-(3,4-dimethoxyphenyl)propanoic acid (231 mg). After chromatographic purification, this gives 3-(3,4-dimethoxyphenyl)-1-{4-[4-(2-phenylethyl)-1,3-thiazol-2-yl]piperidin-1-yl}propan-1-one (139 mg).

Workup

  1. customAfter chromatographic purification

Sources & evidence

ORD record
ord-61d02f19b9354840be4dd85f882f14ae
Source dataset
uspto-grants-2011_05
Patent number
US07943774B2

Reaction notes

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