Methanesulfonyl chloride → HCID 57509959, compound

HRID 624134Notes

Reaction equation

HRID 624134 reaction equation
C[S:2](Cl)(=[O:4])=[O:3].[N:6]1([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19]([N:21]3[CH2:29][C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH2:22]3)=[O:20])=[CH:14][CH:13]=2)[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1.N[C:31]1C=C2C(=[CH:38][CH:39]=1)CN(C(NC1C=CC(C(=O)NCCC)=CC=1)=O)C2>>[CH:39]([S:2]([N:9]1[CH2:10][CH2:11][N:6]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19]([N:21]3[CH2:29][C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH2:22]3)=[O:20])=[CH:14][CH:13]=2)[CH2:7][CH2:8]1)(=[O:4])=[O:3])([CH3:38])[CH3:31]

Participants

4

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 57509898HCID 57509898, compoundHCID 68748288HCID 68748288, compound

Product 1

HCID 57509959HCID 57509959, compound

Procedure

The title compound was prepared as described in Example 283, substituting isopropylsulfonyl chloride for methanesulfonyl chloride and N-(4-(piperazin-1-yl)phenyl)isoindoline-2-carboxamide for 5-amino-N-(4-(propylcarbamoyl)phenyl)isoindoline-2-carboxamide. 1H NMR (300 MHz, DMSO-d6) δ ppm 8.16 (s, 1H), 7.39-7.45 (m, 2H), 7.27-7.38 (m, 4H), 6.88-6.92 (m, 2H), 4.74 (s, 4H), 3.07-3.12 (m, 4H), 1.25 (d, J=6.8 Hz, 6H); MS (ESI(+)) m/e 429 (M+H)+.

Sources & evidence

ORD record
ord-d320b4581d4147beae0c546747b37b11
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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