Ammonia → 5-[4-(2-Bromo-5-fluorophenoxy)piperidin-1-yl]pyrazine-2-carboxamide

HRID 729452Notes

Reaction equation

[Br:1][C:2]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[N:12]=[CH:13][C:14]([C:17]([O:19]C)=O)=[N:15][CH:16]=2)[CH2:7][CH2:6]1.[NH3:26]>CO>[Br:1][C:2]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[N:12]=[CH:13][C:14]([C:17]([NH2:26])=[O:19])=[N:15][CH:16]=2)[CH2:7][CH2:6]1

Participants

Conditions

Temperature: 55 °C

Procedure

A methanol (30 mL) suspension of methyl 5-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyrazine-2-carboxylate from Step 3 (2.00 g, 4.87 mmol) in a sealed tube was saturated with ammonia gas at 0° C. The mixture was then heated in an oil bath at 55° C. for two days. The reaction mixture was cooled and evaporated. To the white solid residue was added ether followed by filtration to provide the title compound.

Workup

temperatureThe reaction mixture was cooled
customevaporated
additionTo the white solid residue was added ether
filtrationfollowed by filtration

Sources & evidence

ORD record: ord-88ac595096ee454cb0c4f32141dd1f42
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07582633B2

Reaction notes

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