Hydrazine hydrate (1:1) → 2-{4-[2-(3-Fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-6-hydrazino-pyrimidin-5-yl}-ethanol

HRID 916659Notes

Reaction equation

Cl[C:2]1[C:7]([CH2:8][CH2:9][O:10]C(=O)C)=[C:6]([CH2:14][N:15]2[CH:19]=[CH:18][N:17]=[C:16]2[C:20]2[C:25]([F:26])=[CH:24][CH:23]=[CH:22][N:21]=2)[N:5]=[CH:4][N:3]=1.O.[NH2:28][NH2:29]>CCO>[F:26][C:25]1[C:20]([C:16]2[N:15]([CH2:14][C:6]3[C:7]([CH2:8][CH2:9][OH:10])=[C:2]([NH:28][NH2:29])[N:3]=[CH:4][N:5]=3)[CH:19]=[CH:18][N:17]=2)=[N:21][CH:22]=[CH:23][CH:24]=1

Participants

Conditions

Temperature: 70 °C

Procedure

A mixture of 163 (1.72 g, 4.6 mmol) and hydrazine monohydrate (0.95 g, 19 mmol) in EtOH (20 mL) is heated at 70° C. overnight. The solvent is removed in vacuo and the residue is triturated with ethyl acetate and ethyl ether. Filtration gives the product (164) as a white solid.

Workup

customThe solvent is removed in vacuo
customthe residue is triturated with ethyl acetate and ethyl ether
filtrationFiltration

Sources & evidence

ORD record: ord-8ea3a51c77be49dc89f179bd59fd9de4
Source dataset: uspto-grants-2007_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07271170B2

Reaction notes

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