3-Cyclopentyl-2-(4-methanesulfonyl-phenyl)propionic acid → 3-Cyclopentyl-2-(4-methanesulfonyl-phenyl)-N-[4-methyl-5-(4-methylpiperazine-1-sulfonyl)-thiazol-2-yl]-propionamide

HRID 1685537Notes

Reaction equation

HRID 1685537 reaction equation
[CH:1]1([CH2:6][CH:7]([C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=2)[C:8]([OH:10])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:21][C:22]1[N:23]=[C:24]([NH2:37])[S:25][C:26]=1[S:27]([N:30]1[CH2:35][CH2:34][N:33]([CH3:36])[CH2:32][CH2:31]1)(=[O:29])=[O:28]>>[CH:1]1([CH2:6][CH:7]([C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=2)[C:8]([NH:37][C:24]2[S:25][C:26]([S:27]([N:30]3[CH2:35][CH2:34][N:33]([CH3:36])[CH2:32][CH2:31]3)(=[O:29])=[O:28])=[C:22]([CH3:21])[N:23]=2)=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 120694893-Cyclopentyl-2-(4-methanesulfonyl-phenyl)propionic acidHCID 639461724-Methyl-5-(4-methyl-piperazine-1-sulfonyl)-thiazol-2-ylamine

Product 1

HCID 116925123-Cyclopentyl-2-(4-methanesulfonyl-phenyl)-N-[4-methyl-5-(4-methylpiperazine-1-sulfonyl)-thiazol-2-yl]-propionamide

Procedure

3-Cyclopentyl-2-(4-methanesulfonyl-phenyl)-N-[4-methyl-5-(4-methylpiperazine-1-sulfonyl)-thiazol-2-yl]-propionamide was prepared from 3-cyclopentyl-2-(4-methanesulfonylphenyl)propionic acid and 4-methyl-5-(4-methyl-piperazine-1-sulfonyl)-thiazol-2-ylamine as described in Example 1. 1H-NMR (CDCl3): δ 13.03 (broad s, 1H), 7.91 (d, 2H), 7.64 (d, 2H), 4.05 (t, 1H), 3.20 (s, 3H), 2.99 (m, 4H), 2.47 (s, 3H), 2.39 (m, 4H), 2.16 (m, 4H), 1.84-1.77 (m, 1H), 1.75-1.39 (m, 7H), 1.19-1.07 (m, 2H); HPLC-MS: m/z=555 (M+1); Rt=3.08 min.

Sources & evidence

ORD record
ord-e8bca59ec60a4e0db1909779c9b723a7
Source dataset
uspto-grants-2012_04
Patent number
US08148412B2

Reaction notes

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