(Methylthio)acetic acid → 2-(methylthio)-N-[1-oxo-4-(trifluoromethyl)phthalazin-2(1H)-yl]acetamide

HRID 469674Notes

Reaction equation

HRID 469674 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].[CH3:17][S:18][CH2:19][C:20](O)=[O:21]>>[CH3:17][S:18][CH2:19][C:20]([NH:1][N:2]1[N:11]=[C:10]([C:12]([F:15])([F:13])[F:14])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:16])=[O:21]

Participants

3

Reactant 2

HCID 75551(Methylthio)acetic acidHCID 671611112-amino-4-(trifluoromethyl)phthalazin-1(2H)-one

Product 1

HCID 671607372-(methylthio)-N-[1-oxo-4-(trifluoromethyl)phthalazin-2(1H)-yl]acetamide

Procedure

The product from Example 11B and 2-(methylthio)acetic acid were treated using a method similar to that described in Example 57 to give the title compound 1H NMR (500 MHz, DMSO-d6/Deuterium Oxide) δ ppm 8.45 (ddd, J=8.0, 1.4, 0.7 Hz, 1H), 8.15 (td, J=7.7, 1.4 Hz, 1H), 8.04-8.11 (m, 2H), 3.37 (s, 2H), 2.24 (s, 3H); MS (ESI−) M/Z 316 (M−H)−.

Sources & evidence

ORD record
ord-97ea81dbc52f4922b57cf1c1c2b62428
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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