Cyclopropanesulfonyl chloride → HCID 178527260, compound

HRID 2204646Notes

Reaction equation

HRID 2204646 reaction equation
[CH:1]1([S:4](Cl)(=[O:6])=[O:5])[CH2:3][CH2:2]1.[NH:8]1[CH2:13][CH2:12][CH2:11][CH:10]([C:14]2[C:18]3=[C:19]4[CH:25]=[CH:24][NH:23][C:20]4=[N:21][CH:22]=[C:17]3[NH:16][N:15]=2)[CH2:9]1>N1C=CC=CC=1>[CH:1]1([S:4]([N:8]2[CH2:13][CH2:12][CH2:11][CH:10]([C:14]3[C:18]4=[C:19]5[CH:25]=[CH:24][NH:23][C:20]5=[N:21][CH:22]=[C:17]4[NH:16][N:15]=3)[CH2:9]2)(=[O:6])=[O:5])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 2760919Cyclopropanesulfonyl chlorideHCID 178419834HCID 178419834, compound

Product 1

HCID 178527260HCID 178527260, compoundYield 10.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Cyclopropanesulfonyl chloride (0.076, 0.54 mmol) was added to a solution of 1-(piperidin-3-yl)-3,6-dihydropyrazolo[4,3-d]pyrrolo[2,3-b]pyridine (0.13 g, 0.54 mmol) in pyridine (5 mL), and the mixture was stirred at room temperature for about 4 h. The solvent was removed in vacuo and the residue purified by RP-HPLC (Table 2, Method q) to yield 1-(1-(cyclopropylsulfonyl)piperidin-3-yl)-3,6-dihydropyrazolo[4,3-d]pyrrolo[2,3-b]pyridine (0.019 g, 0.055 mmol, 10%) as a white solid: LC/MS (Table 2, Method n) Rt 1.75 min; m/z: 346 (M+H)+.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by RP-HPLC (Table 2, Method q)

Sources & evidence

ORD record
ord-2040373113aa4b65ae0657d586cd2998
Source dataset
uspto-grants-2016_06
Patent number
US09365579B2

Reaction notes

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