Acetyl chloride → HCID 57509965, compound

HRID 624138Notes

Reaction equation

HRID 624138 reaction equation
C(Cl)(=O)C.[N:5]1([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)[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1.NC1C=C2C(=CC=1)CN(C(NC1[CH:47]=[CH:46][C:45]([C:48](=[O:53])NCCC)=CC=1)=O)C2>>[CH:45]1([C:48]([N:8]2[CH2:9][CH2:10][N:5]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:18]([N:20]4[CH2:28][C:27]5[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=5)[CH2:21]4)=[O:19])=[CH:13][CH:12]=3)[CH2:6][CH2:7]2)=[O:53])[CH2:46][CH2:47]1

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 57509898HCID 57509898, compoundHCID 68748288HCID 68748288, compound

Product 1

HCID 57509965HCID 57509965, compound

Procedure

The title compound was prepared as described in Example 278, substituting cyclopropanecarbonyl chloride for acetyl 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 8.15 (s, 1H), 7.38-7.45 (m, 2H), 7.28-7.39 (m, 4H), 6.87-6.93 (m, 2H), 4.74 (s, 4H), 3.73-3.90 (m, 2H), 3.50-3.70 (m, 2H), 3.02-3.18 (m, 4H), 1.98-2.07 (m, 1H), 0.68-0.77 (m, 4H); MS (ESI(−)) m/e 389 (M−H)−.

Sources & evidence

ORD record
ord-366bdf6065154e6a8d7a642d43a39b3c
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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