3-(Trifluoromethoxy)phenylacetic Acid → N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]-2-[3-(trifluoromethoxy)phenyl]acetamide

HRID 535583Notes

Reaction equation

HRID 535583 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].[F:19][C:20]([F:33])([F:32])[O:21][C:22]1[CH:23]=[C:24]([CH2:28][C:29](O)=[O:30])[CH:25]=[CH:26][CH:27]=1>>[N:12]1([C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3](=[O:18])[N:2]([NH:1][C:29](=[O:30])[CH2:28][C:24]3[CH:25]=[CH:26][CH:27]=[C:22]([O:21][C:20]([F:32])([F:19])[F:33])[CH:23]=3)[N:11]=2)[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 27773163-(Trifluoromethoxy)phenylacetic AcidHCID 709761042-amino-4-morpholinophthalazin-1(2H)-one

Product 1

HCID 70976349N-[4-(morpholin-4-yl)-1-oxophthalazin-2(1H)-yl]-2-[3-(trifluoromethoxy)phenyl]acetamide

Procedure

The product of Example 1B and 2-[3-(trifluoromethoxy)phenyl]acetic acid were treated using a method similar to that described in Example 111 to give the title compound. 1H NMR (500 MHz, DMSO-d6/D2O) δ 8.31 (d, J=7.7, 1H), 8.04 (d, J=7.8, 1H), 8.02-7.96 (m, 1H), 7.94-7.88 (m, 1H), 7.51 (t, J=7.9, 1H), 7.45-7.37 (m, 2H), 7.29 (d, J=8.2, 1H), 3.85-3.79 (m, 4H), 3.76 (s, 2H), 3.14-3.05 (m, 4H); MS (ESI−) M/Z 447 (M−H)−.

Sources & evidence

ORD record
ord-2c5c9041f7134bb48f9fe36003e93db8
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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