trans-2-Phenyl-1-cyclopropanecarbonyl chloride → HCID 67161048, compound

HRID 469619Notes

Reaction equation

HRID 469619 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:19].[C:20]1([C@@H:26]2[CH2:28][C@H:27]2[C:29](Cl)=[O:30])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3](=[O:19])[N:2]([NH:1][C:29]([C@@H:27]3[CH2:28][C@H:26]3[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:30])[N:11]=2)=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 13656trans-2-Phenyl-1-cyclopropanecarbonyl chlorideHCID 671613672-amino-4-(4-chlorophenyl)phthalazin-1(2H)-one

Product 1

HCID 67161048HCID 67161048, compound

Procedure

The product from Example 86A and trans-2-phenyl-1-cyclopropanecarbonyl chloride were treated using a method similar to that described in Example 53 to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 11.69 (s, 1H), 8.39-8.43 (m, 1H), 7.88-8.06 (m, 2H), 7.68-7.82 (m, 1H), 7.64 (s, 4H), 7.28-7.36 (m, 2H), 7.18-7.25 (m, 3H), 2.36-2.45 (m, 1H), 2.05-2.14 (m, 1H), 1.37-1.56 (m, 2H); MS (ESI+) M/Z 416 (M+H)+.

Sources & evidence

ORD record
ord-3b983a64ef1f4a0e84471b72a1443df9
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

Loading…