4-Fluorobenzenesulfonyl chloride → HCID 178527585, compound

HRID 1260794Notes

Reaction equation

HRID 1260794 reaction equation
Cl.Cl.Cl.[O:4]1[C:8]2=[C:9]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH2:27])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[N:10]=[CH:11][CH:12]=[C:7]2[CH2:6][CH2:5]1.[F:28][C:29]1[CH:34]=[CH:33][C:32]([S:35](Cl)(=[O:37])=[O:36])=[CH:31][CH:30]=1>>[O:4]1[C:8]2=[C:9]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH:27][S:35]([C:32]5[CH:33]=[CH:34][C:29]([F:28])=[CH:30][CH:31]=5)(=[O:37])=[O:36])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[N:10]=[CH:11][CH:12]=[C:7]2[CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 95884-Fluorobenzenesulfonyl chlorideHCID 178478590HCID 178478590, compound2×

Product 1

HCID 178527585HCID 178527585, compound

Procedure

The title compound, white solid (119 mg, 97%), MS (ISP) m/z=489.3 [(M+H)+], mp 148° C., was prepared in accordance with the general method of example 26 from trans-4-{2-[4-(2,3-dihydro-furo[2,3-c]pyridin-7-yl)-piperazin-1-yl]-ethyl}-cyclohexylamine trihydrochloride (intermediate B) (110 mg, 0.25 mmol) and 4-fluoro-benzenesulfonyl chloride.

Sources & evidence

ORD record
ord-8a6f3cac6b4c4fdf814cc27dadd78986
Source dataset
uspto-grants-2013_06
Patent number
US08470828B2

Reaction notes

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