(4-Chlorophenyl)acetic acid → 2-(4-chlorophenyl)-N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]acetamide

HRID 535480

Reaction equation

HRID 535480 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:18].[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][C:27](O)=[O:28])=[CH:22][CH:21]=1>>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][C:27]([NH:1][N:2]2[N:11]=[C:10]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]2=[O:18])=[O:28])=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 15880(4-Chlorophenyl)acetic acidHCID 709761042-amino-4-morpholinophthalazin-1(2H)-one

Product 1

HCID 709761792-(4-chlorophenyl)-N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]acetamide

Procedure

The product of Example 1B and 2-(4-chlorophenyl)acetic acid were treated using a method similar to that described in Example 10C to give the title compound. 1H NMR (400 MHz, DMSO-d6, Temp=90° C.) δ ppm 11.09-11.16 (m, 1H), 8.30 (d, J=7.1 Hz, 1H), 7.99 (d, J=1.3 Hz, 1H), 7.92-7.96 (m, 1H), 7.84-7.88 (m, 1H), 7.26-7.46 (m, 4H), 3.80-3.83 (m, 4H), 3.64-3.65 (m, 1H), 3.65 (d, J=5.0 Hz, 1H), 3.09-3.13 (m, 4H); MS (APCI+) M/Z 399 (M+H)+.

Sources & evidence

ORD record
ord-7cbd42420baf44a6811bbd5c060607b7
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Linked notes

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