Hydrazine → HCID 178462352, compound

HRID 2114590Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:10]1[C:11](F)=[N:12][C:13]([O:21][C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=2[F:29])=[CH:14][C:15]=1[NH:16][CH2:17][C@@H:18]([OH:20])[CH3:19])=O.[NH2:31][NH2:32]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:10]2[C:11](=[N:12][C:13]([O:21][C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=3[F:29])=[CH:14][C:15]=2[NH:16][CH2:17][C@@H:18]([OH:20])[CH3:19])[NH:32][N:31]=1

Participants

Reactant 2

HCID 9321Hydrazine

HCID 59812881HCID 59812881, compound

Product 1

HCID 178462352HCID 178462352, compound

Procedure

Crude (S)-(2-Chloro-phenyl)-[6-(2,4-difluoro-phenoxy)-2-fluoro-4-(2-hydroxy-propylamino)-pyridin-3-yl]-methanone (837 mg, 1.92 mmol) was treated with hydrazine using the procedure of step 5 of Example 9 to afford 148 mg of (S)-1-[3-(2-Chloro-phenyl)-6-(2,4-difluoro-phenoxy)-1H-pyrazolo[3,4-b]pyridin-4-ylamino]-propan-2-ol. Mass spec., M+1=432. Mp=237.9-238.5° C.

Sources & evidence

ORD record: ord-86da8a3229a4424299e7e83f81c2b6a7
Source dataset: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07435731B2

Reaction notes

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