Ethanesulfonyl chloride → HCID 178477731, compound

HRID 2042418Notes

Reaction equation

HRID 2042418 reaction equation
Cl.Cl.Cl.[O:4]1[C:12]2[CH:11]=[CH:10][N:9]=[C:8]([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)[C:7]=2[CH:6]=[CH:5]1.[CH2:28]([S:30](Cl)(=[O:32])=[O:31])[CH3:29]>>[O:4]1[C:12]2[CH:11]=[CH:10][N:9]=[C:8]([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:30]([CH2:28][CH3:29])(=[O:32])=[O:31])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[C:7]=2[CH:6]=[CH:5]1

Participants

3

Reactant 2

HCID 11667Ethanesulfonyl chlorideHCID 178478592HCID 178478592, compound2×

Product 1

HCID 178477731HCID 178477731, compound

Procedure

The title compound, light brown foam (77 mg, 54%), MS (ISP) m/z=421.2 [(M+H)+], was prepared in analogy to example 14 starting from trans-4-[2-(4-furo[3,2-c]pyridin-4-yl-piperazin-1-yl)-ethyl]-cyclohexylamine trihydrochloride (intermediate A) (150 mg, 0.34 mmol) and ethanesulfonyl chloride (88 mg, 0.68 mmol).

Sources & evidence

ORD record
ord-1f77449cc2d944c6a0c0c68f465027f5
Source dataset
uspto-grants-2013_11
Patent number
US08586579B2

Reaction notes

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