Cyclopentanecarbonyl chloride → HCID 57883570, compound

HRID 1818357Notes

Reaction equation

Cl.[CH2:2]([S:4]([N:7]1[CH2:12][CH2:11][N:10]([CH2:13][C:14]2[S:18][C:17]([NH:19][C:20](=[O:35])[N:21]([CH:28]3[CH2:33][CH2:32][CH:31]([CH3:34])[CH2:30][CH2:29]3)[CH:22]3[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]3)=[N:16][CH:15]=2)[CH2:9][CH2:8]1)(=[O:6])=[O:5])[CH3:3].[CH:36]1([C:41](Cl)=[O:42])[CH2:40][CH2:39][CH2:38][CH2:37]1>>[CH:36]1([C:41]([N:25]2[CH2:26][CH2:27][CH:22]([N:21]([CH:28]3[CH2:29][CH2:30][CH:31]([CH3:34])[CH2:32][CH2:33]3)[C:20]([NH:19][C:17]3[S:18][C:14]([CH2:13][N:10]4[CH2:11][CH2:12][N:7]([S:4]([CH2:2][CH3:3])(=[O:5])=[O:6])[CH2:8][CH2:9]4)=[CH:15][N:16]=3)=[O:35])[CH2:23][CH2:24]2)=[O:42])[CH2:40][CH2:39][CH2:38][CH2:37]1

Participants

Reactant 2

HCID 78284Cyclopentanecarbonyl chloride

HCID 86611203HCID 86611203, compound

Product 1

HCID 57883570HCID 57883570, compoundYield 40%

Procedure

Prepared as described in general procedure (N) using 3-[5-(4-ethanesulfonyl-piperazin-1-ylmethyl)-thiazol-2-yl]-1-(4-methyl-cyclohexyl)-1-piperidin-4-yl-urea hydrochloride (48 mg, 0.078 mmol), TEA (24 μL, 0.17 mmol) and cyclopentane carbonylchloride (11 μL, 0.086 mmol) and to afford 19 mg (40%) of the desired product after purification.

Workup

customPrepared

Sources & evidence

ORD record: ord-f95a246869f24b1fb23a486f343367a6
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07598391B2

Reaction notes

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