2-(Trifluoromethyl)furan-3-carboxylic acid → HCID 11430525, compound

HRID 2424544Notes

Reaction equation

HRID 2424544 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[O:4][CH:5]=[CH:6][C:7]=1[C:8]([OH:10])=O.[CH:13]1([CH2:16][CH2:17][NH:18][C:19]([C:21]2[N:22]=[N:23][C:24]([N:27]3[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]3)=[CH:25][CH:26]=2)=[O:20])[CH2:15][CH2:14]1>>[CH:13]1([CH2:16][CH2:17][NH:18][C:19]([C:21]2[N:22]=[N:23][C:24]([N:27]3[CH2:32][CH2:31][N:30]([C:8]([C:7]4[CH:6]=[CH:5][O:4][C:3]=4[C:2]([F:1])([F:12])[F:11])=[O:10])[CH2:29][CH2:28]3)=[CH:25][CH:26]=2)=[O:20])[CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 33486542-(Trifluoromethyl)furan-3-carboxylic acidHCID 66849327N-(2-cyclopropylethyl)-6-(1-piperazinyl)-3-pyridazinecarboxamide

Product 1

HCID 11430525HCID 11430525, compound

Procedure

Following the procedure of Example 9, making variations only as required to use 2-trifluoromethylfuran-3-carboxylic acid to react with 6-piperazin-1-yl-pyridazine-3-carboxylic acid (2-cyclopropylethyl)amide, the title compound was obtained as a white powder (71% yield). 1H NMR (300 MHz, CDCl3) δ 8.04, 7.96, 7.56, 7.00, 6.54, 3.9-3.7, 3.6-3.5, 1.49, 0.79-0.66, 0.47-0.41, 0.09-0.04. 13C NMR (300 MHz, CDCl3) δ 161.78, 160.01, 145.60, 145.05, 138.14, 137.57, 127.15, 121.74, 120.54, 112.54, 110.88, 46.33, 44.59, 41.43, 39.67, 34.52, 8.64, 4.23. MS (ES+) m/z 438.2 (M+1).

Sources & evidence

ORD record
ord-ec3a50048e3244d694a931c47d517d06
Source dataset
uspto-grants-2011_06
Patent number
US07964591B2

Reaction notes

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