Benzenesulfonyl chloride → HCID 86702009, compound

HRID 717981Notes

Reaction equation

HRID 717981 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=CC=C[CH:2]=1.[N:11]1[CH:12]=[N:13][N:14]2[CH:19]=[C:18]([CH2:20][NH:21][C:22]([C:24]3[S:25][C:26]([CH:29]4[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]4)=[CH:27][CH:28]=3)=[O:23])[CH:17]=[CH:16][C:15]=12.N1C=CN2C=CC(CNC(=O)C3C=CC(C4CCNCC4)=CC=3)=CC=12>>[CH3:2][CH:1]([S:7]([N:32]1[CH2:33][CH2:34][CH:29]([C:26]2[S:25][C:24]([C:22]([NH:21][CH2:20][C:18]3[CH:17]=[CH:16][C:15]4[N:14]([N:13]=[CH:12][N:11]=4)[CH:19]=3)=[O:23])=[CH:28][CH:27]=2)[CH2:30][CH2:31]1)(=[O:9])=[O:8])[CH3:6]

Participants

4

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 86701980HCID 86701980, compoundHCID 86702010HCID 86702010, compound

Product 1

HCID 86702009HCID 86702009, compound

Procedure

The title compound was prepared as described in Example 682, substituting propane-2-sulfonyl chloride for benzenesulfonyl chloride and N-([1,2,4]triazolo[1,5-a]pyridin-6-ylmethyl)-5-(piperidin-4-yl)thiophene-2-carboxamide for N-(imidazo[1,2-a]pyridin-7-ylmethyl)-4-(piperidin-4-yl)benzamide. 1H NMR (400 MHz, DMSO-d6) δ ppm 9.03 (t, J=5.8 Hz, 1H), 8.86 (d, J=1.5 Hz, 1H), 8.48 (s, 1H), 7.83 (dd, J=9.1, 0.9 Hz, 1H), 7.64 (m, 2H), 6.97 (dd, J=3.7, 0.9 Hz, 1H), 4.53 (d, J=5.8 Hz, 2H), 3.71 (m, 2H), 3.25 (m, 1H), 3.02 (m, 3H), 2.00 (m, 2H), 1.56 (m, 2H), 1.22 (d, J=6.8 Hz, 6H); MS (ESI(+)) m/e 448 (M+H)+.

Sources & evidence

ORD record
ord-992551d775a1436ca271a9e1eed358b2
Source dataset
uspto-grants-2015_11
Patent number
US09193723B2

Reaction notes

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