4-Cyanobenzenesulfonyl chloride → HCID 178510108, compound

HRID 1888238Notes

Reaction equation

HRID 1888238 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]([C:37]1[CH:42]=[CH:41][C:40]([S:43](Cl)(=[O:45])=[O:44])=[CH:39][CH:38]=1)#[N:36]>CN(C1C=CN=CC=1)C>[C:35]([C:37]1[CH:38]=[CH:39][C:40]([S:43]([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:45])=[O:44])=[CH:41][CH:42]=1)#[N:36]

Participants

5

Reactant 3

HCID 394974-Cyanobenzenesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 1784795395-phenyl-3-(4-piperidinyl)-1H-indazole-7-carboxamide hydrochloride

Product 1

HCID 178510108HCID 178510108, compoundYield 41.2%

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-cyanobenzenesulfonyl chloride (34 mg, 0.168 mmol) were reacted to give the title compound (28 mg, 41%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-bfed58117c3b4f698d65a4e047f5c118
Source dataset
uspto-grants-2013_08
Patent number
US08501780B2

Reaction notes

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