4-Fluorobenzoyl chloride → HCID 57883849, compound

HRID 1818361Notes

Reaction equation

HRID 1818361 reaction equation
Cl.[CH3:2][N:3]([CH3:36])[S:4]([N:7]1[CH2:12][CH2:11][N:10]([CH2:13][C:14]2[S:18][C:17]([NH:19][C:20]([N:22]([CH:29]3[CH2:34][CH2:33][CH:32]([CH3:35])[CH2:31][CH2:30]3)[CH:23]3[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)=[O:21])=[N:16][CH:15]=2)[CH2:9][CH2:8]1)(=[O:6])=[O:5].[F:37][C:38]1[CH:46]=[CH:45][C:41]([C:42](Cl)=[O:43])=[CH:40][CH:39]=1>>[CH3:2][N:3]([CH3:36])[S:4]([N:7]1[CH2:8][CH2:9][N:10]([CH2:13][C:14]2[S:18][C:17]([NH:19][C:20]([N:22]([CH:23]3[CH2:28][CH2:27][N:26]([C:42](=[O:43])[C:41]4[CH:45]=[CH:46][C:38]([F:37])=[CH:39][CH:40]=4)[CH2:25][CH2:24]3)[CH:29]3[CH2:30][CH2:31][CH:32]([CH3:35])[CH2:33][CH2:34]3)=[O:21])=[N:16][CH:15]=2)[CH2:11][CH2:12]1)(=[O:5])=[O:6]

Participants

3

Reactant 2

HCID 678794-Fluorobenzoyl chlorideHCID 86611205HCID 86611205, compound

Product 1

HCID 57883849HCID 57883849, compoundYield 73%

Procedure

Prepared as described in general procedure (N) using 4-{2-[3-(4-methyl-cyclohexyl)-3-piperidin-4-yl-ureido]-thiazol-5-ylmethyl}-piperazine-1-sulfonic acid dimethylamide hydrochloride (47 mg, 0.083 mmol), TEA (26 μL, 0.19 mmol) and 4-fluorobenzoyl chloride (10 μL, 0.083 mmol) to afford 39 mg (73%) of the desired product after purification.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-27a99b562c1d471c92f30336c3a6f450
Source dataset
uspto-grants-2009_10
Patent number
US07598391B2

Reaction notes

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