3,5-Difluorophenylacetic acid → 2-(3,5-difluorophenyl)-N-(7-oxo-4-phenylthieno[2,3-d]pyridazin-6(7H)-yl)acetamide

HRID 469546Notes

Reaction equation

HRID 469546 reaction equation
[NH2:1][N:2]1[C:7](=[O:8])[C:6]2[S:9][CH:10]=[CH:11][C:5]=2[C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:3]1.[F:18][C:19]1[CH:20]=[C:21]([CH2:26][C:27](O)=[O:28])[CH:22]=[C:23]([F:25])[CH:24]=1>>[F:18][C:19]1[CH:20]=[C:21]([CH2:26][C:27]([NH:1][N:2]2[C:7](=[O:8])[C:6]3[S:9][CH:10]=[CH:11][C:5]=3[C:4]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[N:3]2)=[O:28])[CH:22]=[C:23]([F:25])[CH:24]=1

Participants

3

Reactant 2

HCID 1454243,5-Difluorophenylacetic acidHCID 671617106-amino-4-phenylthieno[2,3-d]pyridazin-7(6H)-one

Product 1

HCID 532377422-(3,5-difluorophenyl)-N-(7-oxo-4-phenylthieno[2,3-d]pyridazin-6(7H)-yl)acetamide

Procedure

The product from Example 29B and 2-(3,5-difluorophenyl)acetic acid were processed using a method similar to that described in Example 17C to afford the title compound. 1H NMR (500 MHz, DMSO-d6) δ ppm 3.79 (s, 2H) 6.94-7.36 (m, 3H) 7.51-7.64 (m, 4H) 7.61-7.84 (m, 2H) 8.37 (d, J=5.19 Hz, 1H) 11.87 (s, 1H); MS (ESI) m/z 398 (M+H)+.

Sources & evidence

ORD record
ord-7e221a0950a8487899b4c6a9c2e60048
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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