Ammonia → 3-[(2-fluorobenzyl)oxy]-5-(1H-imidazo[4,5-c]pyridin-1-yl)thiophene-2-carboxamide

HRID 2391606Notes

Reaction equation

[F:1][C:2]1[CH:27]=[CH:26][CH:25]=[CH:24][C:3]=1[CH2:4][O:5][C:6]1[CH:10]=[C:9]([N:11]2[C:19]3[CH:18]=[CH:17][N:16]=[CH:15][C:14]=3[N:13]=[CH:12]2)[S:8][C:7]=1[C:20]([O:22]C)=O.[NH3:28]>CO>[F:1][C:2]1[CH:27]=[CH:26][CH:25]=[CH:24][C:3]=1[CH2:4][O:5][C:6]1[CH:10]=[C:9]([N:11]2[C:19]3[CH:18]=[CH:17][N:16]=[CH:15][C:14]=3[N:13]=[CH:12]2)[S:8][C:7]=1[C:20]([NH2:28])=[O:22]

Participants

Conditions

Temperature: 125 °C

Procedure

A mixture of 50 mg of methyl 3-[(2-fluorobenzyl)oxy]-5-(1H-imidazo[4,5-c]pyridin-1-yl)thiophene-2-carboxylate and 15 ml of a saturated solution of ammonia in methanol is stirred in a microwave vial at 125° C. for 4 h in the microwave cavity. The reaction mixture is concentrated to dryness, the resulting residue is recrystallized from 5 ml ethanol to yield the title compound.

Workup

concentrationThe reaction mixture is concentrated to dryness
customthe resulting residue is recrystallized from 5 ml ethanol

Sources & evidence

ORD record: ord-64b4451fa0cb4688866044cc756106e6
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08273890B2

Reaction notes

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