Cyclopentylacetic acid → 2-cyclopentyl-N-[1-oxo-4-(trifluoromethyl)phthalazin-2(1H)-yl]acetamide

HRID 469559Notes

Reaction equation

HRID 469559 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:16].[CH:17]1([CH2:22][C:23](O)=[O:24])[CH2:21][CH2:20][CH2:19][CH2:18]1>>[CH:17]1([CH2:22][C:23]([NH:1][N:2]2[N:11]=[C:10]([C:12]([F:15])([F:13])[F:14])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]2=[O:16])=[O:24])[CH2:21][CH2:20][CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 71606Cyclopentylacetic acidHCID 671611112-amino-4-(trifluoromethyl)phthalazin-1(2H)-one

Product 1

HCID 532382042-cyclopentyl-N-[1-oxo-4-(trifluoromethyl)phthalazin-2(1H)-yl]acetamide

Procedure

The product of Example 11B and 2-cyclopentylacetic acid were processed using a method similar to that described in Example 17C to afford the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.56-11.57 (m, 1H), 8.43 (d, J=8.5 Hz, 1H), 8.11-8.17 (m, 1H), 8.04-8.08 (m, 1H), 8.00-8.05 (m, 1H), 2.34 (d, J=7.4 Hz, 2H), 2.16-2.28 (m, 1H), 1.77-1.86 (m, 2H), 1.57-1.66 (m, 2H), 1.48-1.57 (m, 2H), 1.21-1.32 (m, 2H); MS (ESI) m/z 340 (M+H)+.

Sources & evidence

ORD record
ord-8f9c274f0f4e41dd96ea0d065d4d016f
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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