1-Methylpiperazine → HCID 11519631, compound

HRID 1685550Notes

Reaction equation

[CH:1]1([CH2:6][C@H:7]([C:21]2[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:23][CH:22]=2)[C:8]([NH:10][C:11]2[S:12][C:13]([S:16][CH2:17][C:18]([OH:20])=O)=[CH:14][N:15]=2)=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:31][N:32]1[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1>>[CH:1]1([CH2:6][C@H:7]([C:21]2[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[O:28])=[O:29])=[CH:23][CH:22]=2)[C:8]([NH:10][C:11]2[S:12][C:13]([S:16][CH2:17][C:18]([N:35]3[CH2:36][CH2:37][N:32]([CH3:31])[CH2:33][CH2:34]3)=[O:20])=[CH:14][N:15]=2)=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

Reactant 2

HCID 531671-Methylpiperazine

HCID 11597971HCID 11597971, compound

Product 1

HCID 11519631HCID 11519631, compound

Procedure

The title compound was prepared from (R)-{2-[3-cyclopentyl-2-(4-methanesulfonyl-phenyl)-propionylamino]-thiazol-5-ylsulfanyl}-acetic acid and 1-methylpiperazine as described in Example 12. 1H-NMR (CD3OD): δ 7.92 (d, 2H), 7.67 (d, 2H), 7.50 (s, 1H), 4.83-4.15 (broad m, 2H), 3.96 (t, 1H), 3.72 (s, 2H), 3.60-3.45 (broad m, 3H), 3.12-3.00 (broad m, 3H), 3.10 (s, 3H), 2.92 (s, 3H), 2.25-2.17 m, 1H), 1.90-1.75 (m, 3H), 1.70-1.60 (m, 3H), 1.51 (m, 2H), 1.18 (m, 2H); HPLC-MS: m/z: 551 (M+1).

Sources & evidence

ORD record: ord-42fbe01ec53d4f83befcf06ff7379ce3
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08148412B2

Reaction notes

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