Ethanesulfonamide → HCID 67540959, compound

HRID 1026983Notes

Reaction equation

[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([NH:10][C:11]3[N:16]4[N:17]=[CH:18][C:19]([C:20](O)=[O:21])=[C:15]4[N:14]=[CH:13][C:12]=3[C:23]([N:25]3[CH2:30][CH2:29][CH:28]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[CH2:27][CH2:26]3)=[O:24])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[CH2:37]([S:39]([NH2:42])(=[O:41])=[O:40])[CH3:38]>>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([NH:10][C:11]3[N:16]4[N:17]=[CH:18][C:19]([C:20]([NH:42][S:39]([CH2:37][CH3:38])(=[O:41])=[O:40])=[O:21])=[C:15]4[N:14]=[CH:13][C:12]=3[C:23]([N:25]3[CH2:26][CH2:27][CH:28]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[CH2:29][CH2:30]3)=[O:24])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

Participants

Reactant 2

HCID 73702Ethanesulfonamide

HCID 67540149HCID 67540149, compound

Product 1

HCID 67540959HCID 67540959, compoundYield 35%

Procedure

In the same manner as in Example 1, step 6 and using 7-(5-indolylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (0.05 g, 0.10 mmol) obtained in step 2 and ethanesulfonamide (0.092 g, 0.84 mmol), the title compound (0.020 g, 35%) was obtained. ESI-MS m/z: 572 (M+H)+; 1H-NMR (CDCl3, δ): 1.15-1.82 (m, 4H), 1.46 (t, J=7.3 Hz, 3H), 2.40-2.59 (m, 2H), 2.60-4.15 (m, 3H), 3.62 (q, J=7.3 Hz, 2H), 6.61 (s, 1H), 7.00-7.37 (m, 7H), 7.47 (d, J=8.4 Hz, 1H), 7.58 (s, 1H), 8.33 (s, 1H), 8.37 (s, 1H), 8.63 (s, 1H), 8.64 (s, 1H), 10.58 (s, 1H).

Sources & evidence

ORD record: ord-8f657d81dff543398a429bca1cafa7f3
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08729264B2

Reaction notes

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