2-Propanesulfonyl chloride → HCID 86701975, compound

HRID 717956Notes

Reaction equation

HRID 717956 reaction equation
[CH3:1][CH:2]([S:4](Cl)(=[O:6])=[O:5])C.[N:8]1[CH:9]=[CH:10][N:11]2[CH:16]=[CH:15][C:14]([CH2:17][NH:18][C:19](=[O:31])[C:20]3[CH:25]=[CH:24][C:23]([CH:26]4[CH2:30][CH2:29][NH:28][CH2:27]4)=[CH:22][CH:21]=3)=[CH:13][C:12]=12.N1CC(C2C=CC(C(NCC3C=CN4C=CN=C4C=3)=O)=CC=2)C1>>[CH2:2]([S:4]([N:28]1[CH2:29][CH2:30][CH:26]([C:23]2[CH:24]=[CH:25][C:20]([C:19]([NH:18][CH2:17][C:14]3[CH:15]=[CH:16][N:11]4[CH:10]=[CH:9][N:8]=[C:12]4[CH:13]=3)=[O:31])=[CH:21][CH:22]=2)[CH2:27]1)(=[O:6])=[O:5])[CH3:1]

Participants

4

Reactant 3

HCID 824082-Propanesulfonyl chlorideHCID 86701967HCID 86701967, compoundHCID 86701974HCID 86701974, compound

Product 1

HCID 86701975HCID 86701975, compound

Procedure

The title compound was prepared as described in Example 557C, substituting ethane sulfonyl chloride for propane-2-sulfonyl chloride and N-(imidazo[1,2-a]pyridin-7-ylmethyl)-4-(pyrrolidin-3-yl)benzamide for 4-(azetidin-3-yl)-N-(imidazo[1,2-a]pyridin-7-ylmethyl)benzamide. 1H NMR (400 MHz, DMSO-d6) δ ppm 9.07 (t, J=5.9 Hz, 1H), 8.48 (dd, J=6.9, 0.9 Hz, 1H), 7.88 (m, 3H), 7.52 (d, J=1.2 Hz, 1H), 7.45 (m, 2H), 7.38 (s, 1H), 6.85 (dd, J=6.9, 1.7 Hz, 1H), 4.50 (d, J=5.9 Hz, 2H), 3.75 (dd, J=9.5, 7.5 Hz, 1H), 3.50 (m, 2H), 3.38 (m, 1H), 3.26-3.12 (m, 3H), 2.32 (m, 1H), 2.03 (m, 1H), 1.24 (t, J=7.3 Hz, 3H); MS (ESI(+)) m/e 413 (M+H)+.

Sources & evidence

ORD record
ord-8b586bfdd5144de6a15dcd487465ae4f
Source dataset
uspto-grants-2015_11
Patent number
US09193723B2

Reaction notes

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