Ethanesulfonamide → HCID 67540562, compound

HRID 1027069Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([C:18]([OH:20])=O)=[C:13]2[N:12]=[CH:11][C:10]=1[C:21]([N:23]1[CH2:28][CH2:27][C:26]2([C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH2:30][CH2:29]2)[CH2:25][CH2:24]1)=[O:22].[CH2:37]([S:39]([NH2:42])(=[O:41])=[O:40])[CH3:38]>>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([C:18]([NH:42][S:39]([CH2:37][CH3:38])(=[O:41])=[O:40])=[O:20])=[C:13]2[N:12]=[CH:11][C:10]=1[C:21]([N:23]1[CH2:28][CH2:27][C:26]2([C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH2:30][CH2:29]2)[CH2:25][CH2:24]1)=[O:22]

Participants

Reactant 2

HCID 73702Ethanesulfonamide

HCID 67540702HCID 67540702, compound

Product 1

HCID 67540562HCID 67540562, compoundYield 100%

Procedure

In the same manner as in Example 1, step 6 and using 7-(2-methylphenylamino)-6-(spiro[indane-1,4′-piperidine]-1′-ylcarbonyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (0.06 g, 0.13 mmol) obtained in step 4 and ethanesulfonamide (0.066 g, 0.62 mmol), the title compound (0.073 g, 100%) was obtained. ESI-MS m/z: 573 (M+H)+; 1H-NMR (CDCl3,δ):1.46 (t, J=7.3 Hz, 3H), 1.46-1.53 (m, 2H), 1.57-1.70 (m, 2H), 1.98 (t, J=7.3 Hz, 2H), 2.43 (s, 3H), 2.92 (t, J=7.1 Hz, 2H), 3.61 (q, J=7.5 Hz, 2H), 3.70-4.06 (m, 4H), 7.09-7.23 (m, 4H), 7.29-7.42 (m, 4H), 8.35 (s, 1H), 8.35 (s, 1H), 8.63 (s, 1H), 10.54 (s, 1H).

Sources & evidence

ORD record: ord-eb96684dd777488ab164f73f4741ff50
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08729264B2

Reaction notes

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