1-Butanesulfonyl chloride → HCID 57883686, compound

HRID 531982Notes

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.[CH2:39]([S:43](Cl)(=[O:45])=[O:44])[CH2:40][CH2:41][CH3:42]>>[CH2:39]([S:43]([N:21]1[CH2:22][CH2:23][N:18]([CH2:17][C:14]2[S:13][C:12]([NH:11][C:9](=[O:10])[N:8]([CH:2]3[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]3)[CH:24]3[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]3)=[N:16][CH:15]=2)[CH2:19][CH2:20]1)(=[O:45])=[O:44])[CH2:40][CH2:41][CH3:42]

Participants

Reactant 3

HCID 754301-Butanesulfonyl chloride

HCID 81531Diisopropylethylamine

HCID 86761257HCID 86761257, compound

Product 1

HCID 57883686HCID 57883686, compoundYield 61%

Procedure

Prepared as described in general procedure (Q) using 1,1-dicyclohexyl-3-(5-piperazin-1-ylmethyl-thiazol-2-yl)-urea hydrochloride (30 mg, 0.06 mmol), DIEA (32 μL, 0.18 mmol) and butane-1-sulfonyl chloride (16 μL, 0.12 mmol) to afford 19 mg (61%) of the desired product after purification.

Workup

customPrepared

Sources & evidence

ORD record: ord-f0dfb0e7fd7e49909101611ff881b632
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: USRE045183E1

Reaction notes

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