Ethanesulfonyl chloride → HCID 178477728, compound

HRID 1409898Notes

Reaction equation

Cl.Cl.[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]2)=[CH:4]1.[CH2:27]([S:29](Cl)(=[O:31])=[O:30])[CH3:28]>>[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:21][CH2:22][C@H:23]([NH:26][S:29]([CH2:27][CH3:28])(=[O:31])=[O:30])[CH2:24][CH2:25]2)=[CH:4]1

Participants

Reactant 2

HCID 11667Ethanesulfonyl chloride

HCID 178478713HCID 178478713, compound2×

Product 1

HCID 178477728HCID 178477728, compound

Procedure

The title compound, white solid (54 mg, 51%), MS (ISP) m/z=419.3 [(M+H)+], mp 153° C., was prepared in accordance with the general method of example 36 from trans-4-[2-(4-benzofuran-3-yl-piperidin-1-yl)-ethyl]-cyclohexylamine dihydrochloride (intermediate A) (100 mg, 0.25 mmol) and ethanesulfonyl chloride.

Sources & evidence

ORD record: ord-bb735d8963bd4eceb59e46aa0ab0b8c4
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08921397B2

Reaction notes

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