HCID 57721327, compound → HCID 57721356, compound

HRID 1986112Notes

Reaction equation

[C:1]([C:4]1[CH:9]=[C:8]([O:10][C:11]2[CH:16]=[CH:15][C:14]([NH:17][C:18]3[C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:22][N:21]=[C:20](SC)[N:19]=3)=[CH:13][C:12]=2[F:31])[CH:7]=[CH:6][N:5]=1)(=[O:3])[NH2:2]>C(O)C.[Ni].O>[C:1]([C:4]1[CH:9]=[C:8]([O:10][C:11]2[CH:16]=[CH:15][C:14]([NH:17][C:18]3[C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:22][N:21]=[CH:20][N:19]=3)=[CH:13][C:12]=2[F:31])[CH:7]=[CH:6][N:5]=1)(=[O:3])[NH2:2]

Participants

Conditions

Temperature: 70 °C

Procedure

To a solution of ethyl 4-(4-(2-carbamoylpyridin-4-yloxy)-3-fluorophenylamino)-2-(methylthio)pyrimidine-5-carboxylate (260 mg, 0.58 mmol) in ethanol (5 mL) was added Raney nickel in water (Raney®2400, approx. 3 g). The mixture was heated to 70° C. and was allowed to stir overnight. The mixture was filtered through Celite® and the filtrate was concentrated in vacuo to give the desired product (91 mg, 39%) as a solid. MS(ESI+) m/z 398 (M+H)+.

Workup

filtrationThe mixture was filtered through Celite®
concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record: ord-84fc1fb8610a41168d8bb232ee288498
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07547782B2

Reaction notes

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