4-Fluorobenzenesulfonyl chloride → HCID 178527578, compound

HRID 331450Notes

Reaction equation

HRID 331450 reaction equation
Cl.Cl.[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[C:11]([CH:12]3[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C@H:20]4[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]1.[F:27][C:28]1[CH:33]=[CH:32][C:31]([S:34](Cl)(=[O:36])=[O:35])=[CH:30][CH:29]=1>>[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[C:11]([CH:12]3[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C@H:20]4[CH2:21][CH2:22][C@H:23]([NH:26][S:34]([C:31]5[CH:32]=[CH:33][C:28]([F:27])=[CH:29][CH:30]=5)(=[O:36])=[O:35])[CH2:24][CH2:25]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 95884-Fluorobenzenesulfonyl chlorideHCID 178478710HCID 178478710, compound2×

Product 1

HCID 178527578HCID 178527578, compound

Procedure

The title compound, white solid (84 mg, 69%), MS (ISP) m/z=487.4 [(M+H)+], mp 134° C., was prepared in accordance with the general method of example 47 from trans-4-{2-[4-(2,3-dihydro-benzofuran-4-yl)-piperidin-1-yl]-ethyl}-cyclohexylamine dihydro chloride (intermediate B) (100 mg, 0.25 mmol) and 4-fluoro-benzenesulfonyl chloride.

Sources & evidence

ORD record
ord-82f61e250a25402baf18358d8ae1f8ca
Source dataset
uspto-grants-2014_11
Patent number
US08877778B2

Reaction notes

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