Benzenesulfonyl chloride → HCID 86701997, compound

HRID 717973Notes

Reaction equation

HRID 717973 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=CC=C[CH:2]=1.[N:11]1[CH:12]=[CH:13][N:14]2[CH:19]=[C:18]([CH2:20][NH:21][C:22](=[O:35])[C:23]3[CH:28]=[CH:27][C:26]([CH:29]4[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]4)=[CH:25][CH:24]=3)[N:17]=[CH:16][C:15]=12.N1C=CN2C=CC(CNC(=O)C3C=CC(C4CCNCC4)=CC=3)=CC=12>>[N:11]1[CH:12]=[CH:13][N:14]2[CH:19]=[C:18]([CH2:20][NH:21][C:22](=[O:35])[C:23]3[CH:24]=[CH:25][C:26]([CH:29]4[CH2:30][CH2:31][N:32]([S:7]([CH:1]([CH3:6])[CH3:2])(=[O:9])=[O:8])[CH2:33][CH2:34]4)=[CH:27][CH:28]=3)[N:17]=[CH:16][C:15]=12

Participants

4

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 86701980HCID 86701980, compoundHCID 86701998HCID 86701998, compound

Product 1

HCID 86701997HCID 86701997, compound

Procedure

The title compound was prepared as described in Example 682, substituting propane-2-sulfonyl chloride for benzenesulfonyl chloride and N-(imidazo[1,2-a]pyrazin-6-ylmethyl)-4-(piperidin-4-yl)benzamide for N-(imidazo[1,2-a]pyridin-7-ylmethyl)-4-(piperidin-4-yl)benzamide. 1H NMR (500 MHz, methanol-d4) δ ppm 9.21 (d, J=1.4 Hz, 1H), 8.67 (d, J=1.4 Hz, 1H), 8.22 (d, J=1.6 Hz, 1H), 8.05 (d, J=1.6 Hz, 1H), 7.89-7.82 (m, 2H), 7.40-7.35 (m, 2H), 4.85-4.79 (m, 1H), 4.75 (s, 2H), 3.96-3.85 (m, 2H), 3.12-3.00 (m, 2H), 2.88-2.74 (m, 1H), 1.95-1.85 (m, 2H), 1.84-1.65 (m, 2H), 1.33 (d, J=6.8 Hz, 6H); MS (ESI(+)) m/e 442 (M+H)+.

Sources & evidence

ORD record
ord-b140a77895b144328726ddbc99efabba
Source dataset
uspto-grants-2015_11
Patent number
US09193723B2

Reaction notes

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