2-(4-Fluorophenyl)acetic acid → 2-(4-fluorophenyl)-N-(7-oxo-4-phenylthieno[2,3-d]pyridazin-6(7H)-yl)acetamide

HRID 469545Notes

Reaction equation

HRID 469545 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:24]=[CH:23][C:22]([CH2:25][C:26](O)=[O:27])=[CH:21][CH:20]=1>>[F:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][C:26]([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:27])=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 98372-(4-Fluorophenyl)acetic acidHCID 671617106-amino-4-phenylthieno[2,3-d]pyridazin-7(6H)-one

Product 1

HCID 532377412-(4-fluorophenyl)-N-(7-oxo-4-phenylthieno[2,3-d]pyridazin-6(7H)-yl)acetamide

Procedure

The product from Example 29B and 2-(4-fluorophenyl)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 3.71 (s, 2H) 7.18 (t, J=8.85 Hz, 2H) 7.41 (dd, J=8.54, 5.80 Hz, 2H) 7.48-7.65 (m, 4H) 7.63-7.78 (m, 2H) 8.36 (d, J=5.19 Hz, 1H) 11.80 (s, 1 H); MS (ESI) m/z 380 (M+H)+.

Sources & evidence

ORD record
ord-149a17c0edd249f2b1233a4b87eb997d
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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