4-Fluorobenzoyl chloride → HCID 57883808, compound

HRID 1818358Notes

Reaction equation

HRID 1818358 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].[F:36][C:37]1[CH:45]=[CH:44][C:40]([C:41](Cl)=[O:42])=[CH:39][CH:38]=1>>[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:22]3[CH2:27][CH2:26][N:25]([C:41](=[O:42])[C:40]4[CH:44]=[CH:45][C:37]([F:36])=[CH:38][CH:39]=4)[CH2:24][CH2:23]3)[CH:28]3[CH2:29][CH2:30][CH:31]([CH3:34])[CH2:32][CH2:33]3)=[N:16][CH:15]=2)[CH2:9][CH2:8]1)(=[O:5])=[O:6])[CH3:3]

Participants

3

Reactant 2

HCID 678794-Fluorobenzoyl chlorideHCID 86611203HCID 86611203, compound

Product 1

HCID 57883808HCID 57883808, compoundYield 86.1%

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 (46 mg, 0.075 mmol), TEA (26 μL, 0.19 mmol) and 4-fluorobenzoyl chloride (10 μL, 0.083 mmol) and to afford 41 mg (86%) of the desired product after purification.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-fc99fc0fb1e94247983cef48f85c2270
Source dataset
uspto-grants-2009_10
Patent number
US07598391B2

Reaction notes

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