N-Acetylsulfanilyl chloride → HCID 178474287, compound

HRID 1888237Notes

Reaction equation

HRID 1888237 reaction equation
Cl.[C:2]1([C:8]2[CH:9]=[C:10]3[C:14](=[C:15]([C:17]([NH2:19])=[O:18])[CH:16]=2)[NH:13][N:12]=[C:11]3[CH:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(C(C)C)CC)(C)C.[C:35]([NH:38][C:39]1[CH:44]=[CH:43][C:42]([S:45](Cl)(=[O:47])=[O:46])=[CH:41][CH:40]=1)(=[O:37])[CH3:36]>CN(C1C=CN=CC=1)C>[C:35]([NH:38][C:39]1[CH:40]=[CH:41][C:42]([S:45]([N:23]2[CH2:24][CH2:25][CH:20]([C:11]3[C:10]4[C:14](=[C:15]([C:17]([NH2:19])=[O:18])[CH:16]=[C:8]([C:2]5[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=5)[CH:9]=4)[NH:13][N:12]=3)[CH2:21][CH2:22]2)(=[O:47])=[O:46])=[CH:43][CH:44]=1)(=[O:37])[CH3:36]

Participants

5

Reactant 3

HCID 8481N-Acetylsulfanilyl chlorideHCID 81531DiisopropylethylamineHCID 1784795395-phenyl-3-(4-piperidinyl)-1H-indazole-7-carboxamide hydrochloride

Product 1

HCID 178474287HCID 178474287, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

Following the general procedure of Example 11, 5-phenyl-3-(4-piperidinyl)-1H-indazole-7-carboxamide hydrochloride (Example 2) (50 mg, 0.14 mmol), diisopropylethylamine (100 uL, 0.56 mmol), DMAP (25 mg, 0.014 mmol) and 4-(acetylamino)benzenesulfonyl chloride (44 mg, 0.168 mmol) were reacted to give the title compound (20 mg, 28%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-f4cc39587be241d58e517346f6a752b6
Source dataset
uspto-grants-2013_08
Patent number
US08501780B2

Reaction notes

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