3-Chloropropanesulphonyl chloride → HCID 178513508, compound

HRID 1888209Notes

Reaction equation

HRID 1888209 reaction equation
Cl.[Br:2][C:3]1[CH:4]=[C:5]2[C:9](=[C:10]([C:12]([NH2:14])=[O:13])[CH:11]=1)[NH:8][N:7]=[C:6]2[CH:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1.[Cl:21][CH2:22][CH2:23][CH2:24][S:25](Cl)(=[O:27])=[O:26].C(N(C(C)C)CC)(C)C>C(Cl)Cl>[Br:2][C:3]1[CH:4]=[C:5]2[C:9](=[C:10]([C:12]([NH2:14])=[O:13])[CH:11]=1)[NH:8][N:7]=[C:6]2[CH:15]1[CH2:16][CH2:17][N:18]([S:25]([CH2:24][CH2:23][CH2:22][Cl:21])(=[O:27])=[O:26])[CH2:19][CH2:20]1

Participants

5

Reactant 3

HCID 154103-Chloropropanesulphonyl chlorideHCID 81531DiisopropylethylamineHCID 178479538HCID 178479538, compound

Product 1

HCID 178513508HCID 178513508, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

This compound was prepared in a fashion analogous to the procedure described in Example 3. Thus, 5-bromo-3-(4-piperidinyl)-1H-indazole-7-carboxamide hydrochloride (100 mg, 0.31 mmol) was reacted with 3-chloro-1-propanesulfonyl chloride (63 uL, 0.46 mmol) in the presence of diisopropylethylamine (0.24 mL, 1.38 mmol) in methylene chloride (5 mL) to give the crude title compound (140 mg, 98%), which was used in the next step without further purification.

Workup

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

Sources & evidence

ORD record
ord-40f43ca7722d4b6f9ae7090a9ea7f44e
Source dataset
uspto-grants-2013_08
Patent number
US08501780B2

Reaction notes

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