Phenylmethanesulfonyl chloride → HCID 57883481, compound

HRID 531984Notes

Reaction equation

HRID 531984 reaction equation
Cl.[CH:2]1([N:8]([CH:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)[C:9]([NH:11][C:12]2[S:13][C:14]([CH2:17][N:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)=[CH:15][N:16]=2)=[O:10])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.CCN(C(C)C)C(C)C.[C:39]1([CH2:45][S:46](Cl)(=[O:48])=[O:47])[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>>[CH:24]1([N:8]([CH:2]2[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]2)[C:9]([NH:11][C:12]2[S:13][C:14]([CH2:17][N:18]3[CH2:23][CH2:22][N:21]([S:46]([CH2:45][C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)(=[O:48])=[O:47])[CH2:20][CH2:19]3)=[CH:15][N:16]=2)=[O:10])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

4

Reactant 3

HCID 74740Phenylmethanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 86761257HCID 86761257, compound

Product 1

HCID 57883481HCID 57883481, compoundYield 29%

Procedure

Prepared as described in general procedure (Q) using 1,1-dicyclohexyl-3-(5-piperazin-1-ylmethyl-thiazol-2-yl)-urea hydrochloride (26 mg, 0.05 mmol), DIEA (26 μL, 0.15 mmol) and alpha-toluenesulfonyl chloride (20 mg. 0.10 mmol) to afford 8 mg (29%) of the desired product after purification.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-2910d3c50b284d85b54bac74f7d61588
Source dataset
uspto-grants-2014_10
Patent number
USRE045183E1

Reaction notes

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