Ethanesulfonamide → N-[7-(3-Fluorobenzylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-carbonyl]ethanesulfonamide

HRID 1026895Notes

Reaction equation

HRID 1026895 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:33]=[CH:34][CH:35]=1)[CH2:5][NH:6][C:7]1[N:12]2[N:13]=[CH:14][C:15]([C:16](O)=[O:17])=[C:11]2[N:10]=[CH:9][C:8]=1[C:19]([N:21]1[CH2:26][CH2:25][CH:24]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:23][CH2:22]1)=[O:20].[CH2:36]([S:38]([NH2:41])(=[O:40])=[O:39])[CH3:37]>>[F:1][C:2]1[CH:3]=[C:4]([CH:33]=[CH:34][CH:35]=1)[CH2:5][NH:6][C:7]1[N:12]2[N:13]=[CH:14][C:15]([C:16]([NH:41][S:38]([CH2:36][CH3:37])(=[O:40])=[O:39])=[O:17])=[C:11]2[N:10]=[CH:9][C:8]=1[C:19]([N:21]1[CH2:26][CH2:25][CH:24]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH2:23][CH2:22]1)=[O:20]

Participants

3

Reactant 2

HCID 73702EthanesulfonamideHCID 675404777-(3-Fluorobenzylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Product 1

HCID 67540479N-[7-(3-Fluorobenzylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-carbonyl]ethanesulfonamide

Procedure

In the same manner as in Example 1, step 6 and using 7-(3-fluorobenzylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (0.09 g, 0.18 mmol) obtained in Example 6, step 2 and ethanesulfonamide (0.11 g, 1.08 mmol) instead of methanesulfonamide, compound a-7 (0.04 g, 38%) was obtained.

Workup

  1. customcompound a-7 (0.04 g, 38%) was obtained

Sources & evidence

ORD record
ord-140fa15f59444a5b91cf69de58a93175
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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