3-Chloropropanesulphonyl chloride → HCID 178513524, compound

HRID 1888220Notes

Reaction equation

HRID 1888220 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.[Cl:26][CH2:27][CH2:28][CH2:29][S:30](Cl)(=[O:32])=[O:31].C(N(C(C)C)CC)(C)C>CN(C1C=CN=CC=1)C.ClCCl>[Cl:26][CH2:27][CH2:28][CH2:29][S:30]([N:23]1[CH2:24][CH2:25][CH:20]([C:11]2[C:10]3[C:14](=[C:15]([C:17]([NH2:19])=[O:18])[CH:16]=[C:8]([C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[CH:9]=3)[NH:13][N:12]=2)[CH2:21][CH2:22]1)(=[O:32])=[O:31]

Participants

6

Reactant 3

HCID 154103-Chloropropanesulphonyl chlorideHCID 81531DiisopropylethylamineHCID 1784795395-phenyl-3-(4-piperidinyl)-1H-indazole-7-carboxamide hydrochloride

Product 1

HCID 178513524HCID 178513524, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

This compound was prepared in a fashion analogous to the procedure described in Example 3. Thus, 5-phenyl-3-(4-piperidinyl)-1H-indazole-7-carboxamide hydrochloride (Example 2) (140 mg, 0.437 mmol) was reacted with 3-chloropropane sulfonyl chloride (58 uL, 0.480 mmol) in the presence of diisopropylethyl amine (305 uL, 1.75 mmol) and DMAP (53 mg, 0.437 mmol) in dichloromethane (5 mL) to give the title compound (134 mg, 77%)

Workup

  1. customThis compound was prepared in a fashion analogous to the procedure

Sources & evidence

ORD record
ord-902a9d1ad7394b669a3ac118924d4417
Source dataset
uspto-grants-2013_08
Patent number
US08501780B2

Reaction notes

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