Benzenesulfonyl chloride → HCID 86701995, compound

HRID 717971Notes

Reaction equation

HRID 717971 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5]C=CC=1.[N:11]1[CH:12]=[CH:13][N:14]2[CH:19]=[CH:18][C:17]([CH2:20][NH:21][C:22]([C:24]3[O:25][C:26]([C:29]4[CH2:30][CH2:31][NH:32][CH2:33][CH:34]=4)=[CH:27][CH:28]=3)=[O:23])=[CH:16][C:15]=12.N1[CH:36]=CN2C=CC(CNC(=O)C3C=CC(C4CCNCC4)=CC=3)=CC=12>>[N:11]1[CH:12]=[CH:13][N:14]2[CH:19]=[CH:18][C:17]([CH2:20][NH:21][C:22]([C:24]3[O:25][C:26]([C:29]4[CH2:30][CH2:31][N:32]([S:7]([CH2:1][CH:6]([CH3:5])[CH3:36])(=[O:8])=[O:9])[CH2:33][CH:34]=4)=[CH:27][CH:28]=3)=[O:23])=[CH:16][C:15]=12

Participants

4

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 86701980HCID 86701980, compoundHCID 86701996HCID 86701996, compound

Product 1

HCID 86701995HCID 86701995, compound

Procedure

The title compound was prepared as described in Example 682, substituting 2-methylpropane sulfonyl chloride for benzenesulfonyl chloride and N-(imidazo[1,2-a]pyridin-7-ylmethyl)-5-(1,2,3,6-tetrahydropyridin-4-yl)furan-2-carboxamide for N-(imidazo[1,2-a]pyridin-7-ylmethyl)-4-(piperidin-4-yl)benzamide. 1H NMR (300 MHz, DMSO-d6) ppm 9.04-8.96 (m, 1H), 8.48 (dd, J=6.9, 0.9 Hz, 1H), 7.89-7.87 (m, 1H), 7.52 (d, J=1.2 Hz, 1H), 7.39 (s, 1H), 7.13 (d, J=3.5 Hz, 1H), 6.84 (dd, J=7.0, 1.7 Hz, 1H), 6.62-6.57 (m, 1H), 6.56-6.51 (m, 1H), 4.47 (d, J=6.1 Hz, 2H), 3.97-3.91 (m, 2H), 3.40 (t, J=5.7 Hz, 2H), 2.97 (d, J=6.5 Hz, 2H), 2.54-2.48 (m, 2H), 2.19-2.05 (m, 1H), 1.07-1.01 (m, 6H); MS (ESI(+)) m/e 443 (M+H)+.

Sources & evidence

ORD record
ord-a3e01b956b59421eb28f493d74eaaed2
Source dataset
uspto-grants-2015_11
Patent number
US09193723B2

Reaction notes

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