Acetyl chloride → HCID 57510048, compound

HRID 624177Notes

Reaction equation

HRID 624177 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[NH:5]1[CH2:10][CH:9]=[C:8]([C:11]2[CH:16]=[CH:15][C:14]([NH:17][C:18]([N:20]3[CH2:28][C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH2:21]3)=[O:19])=[CH:13][CH:12]=2)[CH2:7][CH2:6]1.N[C:30]1[CH:31]=[C:32]2[C:36](=CC=1)[CH2:35]N(C(NC1C=CC(C(=O)NCCC)=CC=1)=O)[CH2:33]2>>[CH3:33][C:32]1[CH:36]=[CH:35][C:2]([C:1]([N:5]2[CH2:6][CH:7]=[C:8]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:18]([N:20]4[CH2:21][C:22]5[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=5)[CH2:28]4)=[O:19])=[CH:13][CH:12]=3)[CH2:9][CH2:10]2)=[O:3])=[CH:30][CH:31]=1

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 57509898HCID 57509898, compoundHCID 57509942HCID 57509942, compound

Product 1

HCID 57510048HCID 57510048, compound

Procedure

The title compound was prepared as described in Example 278, substituting 4-methylbenzoyl chloride for acetyl chloride and N-(4-(1,2,3,6-tetrahydropyridin-4-yl)phenyl)isoindoline-2-carboxamide for 5-amino-N-(4-(propylcarbamoyl)phenyl)isoindoline-2-carboxamide. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.38 (s, 1H), 7.55-7.58 (m, 2H), 7.20-7.39 (m, 10H), 6.01-6.21 (m, 1H), 4.77 (s, 4H), 3.93-4.36 (m, 2H), 3.43-3.90 (m, 2H), 2.48-2.57 (m, 2H), 2.36 (s, 3H); MS (ESI(+)) m/e 438 (M+H)+.

Sources & evidence

ORD record
ord-40ab1e7ec8e04eec833f901c5973ca35
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

Loading…