Methanesulfonyl chloride → HCID 57509957, compound

HRID 624131Notes

Reaction equation

HRID 624131 reaction equation
C[S:2](Cl)(=[O:4])=[O:3].[NH:6]1[CH2:11][CH:10]=[C:9]([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)[CH2:8][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:6]1[CH2:7][CH:8]=[C:9]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19]([N:21]3[CH2:22][C:23]4[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH2:29]3)=[O:20])=[CH:14][CH:13]=2)[CH2:10][CH2:11]1)(=[O:4])=[O:3])([CH3:38])[CH3:31]

Participants

4

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 57509898HCID 57509898, compoundHCID 57509942HCID 57509942, compound

Product 1

HCID 57509957HCID 57509957, compound

Procedure

The title compound was prepared as described in Example 283, substituting propane-2-sulfonyl chloride for methanesulfonyl chloride and N-[4-(1,2,3,6-tetrahydropyridin-4-yl)phenyl]-1,3-dihydro-2H-isoindole-2-carboxamide for 5-amino-N-(4-(propylcarbamoyl)phenyl)isoindoline-2-carboxamide. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.38-8.40 (m, 1H), 7.56-7.59 (m, 2H), 7.29-7.38 (m, 6H), 6.11-6.14 (m, 1H), 4.76-4.80 (m, 4H), 3.93-3.96 (m, 2H), 3.49 (t, J=5.5 Hz, 2H), 3.35-3.45 (m, 1H), 2.47-2.51 (m, 2H), 1.24 (d, J=6.9 Hz, 6H); MS (ESI(−)) m/e 424 (M−H)−.

Sources & evidence

ORD record
ord-c93e98cc405f4554a473f31fd01783eb
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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