Ammonia → HCID 25152656, compound

HRID 2391568Notes

Reaction equation

HRID 2391568 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]2[N:8]=[CH:9][N:10]([C:11]3[S:15][C:14]([C:16]([O:18]C)=O)=[C:13]([O:20][CH2:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[C:28]([F:31])([F:30])[F:29])[CH:12]=3)[C:4]=2[CH:3]=1.[NH3:32]>CO>[Cl:1][C:2]1[N:7]=[CH:6][C:5]2[N:8]=[CH:9][N:10]([C:11]3[S:15][C:14]([C:16]([NH2:32])=[O:18])=[C:13]([O:20][CH2:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[C:28]([F:30])([F:31])[F:29])[CH:12]=3)[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86647100HCID 86647100, compound

Product 1

HCID 25152656HCID 25152656, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 140 mg of methyl 5-(6-chloro-1H-imidazo[4,5-c]pyridin-1-yl)-3-{[2-(trifluoromethyl)benzyl]oxy}thiophene-2-carboxylate and 20 ml of a saturated solution of ammonia in methanol were stirred in a microwave vial at 120° C. for 4 h in the microwave cavity. The reaction mixture was concentrated to half of the volume. The solid that precipitated after standing was collected and recrystallized from acetonitrile to give the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated to half of the volume
  2. customThe solid that precipitated
  3. customafter standing was collected
  4. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-d91da68f80364bcda04c9d26bd6a504a
Source dataset
uspto-grants-2012_09
Patent number
US08273890B2

Reaction notes

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