Ammonia → HCID 68764198, compound

HRID 2391595Notes

Reaction equation

HRID 2391595 reaction equation
[N:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[N:3]([C:10]2[S:14][C:13]([C:15]([O:17]C)=O)=[C:12]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=3)[CH:11]=2)[CH:2]=1.[NH3:31]>CO>[N:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[N:3]([C:10]2[S:14][C:13]([C:15]([NH2:31])=[O:17])=[C:12]([O:19][CH2:20][C:21]3[CH:22]=[CH:23][C:24]([C:27]([F:28])([F:29])[F:30])=[CH:25][CH:26]=3)[CH:11]=2)[CH:2]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 68764883HCID 68764883, compound

Product 1

HCID 68764198HCID 68764198, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
125 °C

Procedure

A mixture of 41 mg of methyl 5-(3H-imidazo[4,5-c]pyridin-3-yl)-3-{[4-(trifluoromethyl)benzyl]oxy}thiophene-2-carboxylate and 5 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 dissolved in 5 ml dichloromethane and purified by flash chromatography (dichloromethane/methanol, 95/5 (v/v)) to yield the title compound.

Workup

  1. concentrationThe reaction mixture is concentrated to dryness
  2. dissolutionthe resulting residue is dissolved in 5 ml dichloromethane
  3. custompurified by flash chromatography (dichloromethane/methanol, 95/5 (v/v))

Sources & evidence

ORD record
ord-68763194976e4af99fb926873c5fe391
Source dataset
uspto-grants-2012_09
Patent number
US08273890B2

Reaction notes

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