tert-Butanol → HCID 57756224, compound

HRID 227776Notes

Reaction equation

[NH2:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][C:7]2[C:12]([C:13]3[CH:18]=[CH:17][N:16]=[C:15]([NH:19][CH3:20])[N:14]=3)=[CH:11][CH:10]=[CH:9][N:8]=2)=[CH:4][CH:3]=1.[Cl:23][C:24]1[C:33]2[C:28](=[C:29]([F:35])[CH:30]=[CH:31][C:32]=2[F:34])[C:27](Cl)=[N:26][N:25]=1.CC(O)(C)C>C(OCC)C>[Cl:23][C:24]1[C:33]2[C:28](=[C:29]([F:35])[CH:30]=[CH:31][C:32]=2[F:34])[C:27]([NH:1][C:2]2[CH:22]=[CH:21][C:5]([O:6][C:7]3[C:12]([C:13]4[CH:18]=[CH:17][N:16]=[C:15]([NH:19][CH3:20])[N:14]=4)=[CH:11][CH:10]=[CH:9][N:8]=3)=[CH:4][CH:3]=2)=[N:26][N:25]=1

Participants

Conditions

Temperature: 100 °C

Procedure

To 4-(2-(4-aminophenoxy)pyridin-3-yl)-N-methylpyrimidin-2-amine (0.100 g, 0.34 mmol) and 1,4-dichloro-5,8-difluorophthalazine (0.096 g, 0.41 mmol) was added tBuOH (1.0 mL). The resulting mixture was heated to 100° C. in a sealed tube for 45 min. The reaction was diluted with diethyl ether and the resulting solids were filtered and triturated with EtOAc. The solids were dried to yield 4-chloro-5,8-difluoro-N-(4-(3-(2-(methylamino)pyrimidin-4-yl)pyridin-2-yloxy)phenyl)phthalazin-1-amine as a dark gray solid. MS m/z=492 [M+H]+. Calc'd for C24H16ClF2N7O: 491.89.

Workup

filtrationthe resulting solids were filtered
customtriturated with EtOAc
customThe solids were dried

Sources & evidence

ORD record: ord-abb6b05775954dccac7d84aae72cd88c
Source dataset: uspto-grants-2009_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07560551B2

Reaction notes

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