5-Methanesulfonylthiophene-2-carboxylic acid → HCID 178504775, compound

HRID 2042503Notes

Reaction equation

HRID 2042503 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[CH2:6][CH2:5]1.[CH3:28][S:29]([C:32]1[S:36][C:35]([C:37](O)=[O:38])=[CH:34][CH:33]=1)(=[O:31])=[O:30]>>[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][C:37]([C:35]5[S:36][C:32]([S:29]([CH3:28])(=[O:31])=[O:30])=[CH:33][CH:34]=5)=[O:38])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[C:7]=2[CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 27404975-Methanesulfonylthiophene-2-carboxylic acidHCID 178478589HCID 178478589, compound2×

Product 1

HCID 178504775HCID 178504775, compound

Procedure

The title compound, off-white solid (98 mg, 76%), MS (ISP) m/z=519.2 [(M+H)+], mp 229° C., was prepared in accordance with the general method of example 32 from trans-4-{2-[4-(2,3-dihydrofuro[3,2-c]pyridin-4-yl)-piperazin-1-yl]-ethyl}-cyclohexanamine trihydrochloride (intermediate C) (110 mg, 0.25 mmol) and 5-methanesulfonyl-thiophene-2-carboxylic acid.

Sources & evidence

ORD record
ord-fc26955de7564099b8cb468f2a652516
Source dataset
uspto-grants-2013_11
Patent number
US08586579B2

Reaction notes

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