Ammonia → HCID 178428774, compound

HRID 406064Notes

Reaction equation

HRID 406064 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:10]3[C:17]([CH3:18])=[C:16]([C:19]([O:21]C)=O)[S:15][C:11]=3[N:12]=[CH:13][N:14]=2)=[C:4]([O:23][C@H:24]2[CH2:29][CH2:28][C@H:27]([NH:30]C(=O)C(F)(F)F)[CH2:26][CH2:25]2)[CH:3]=1.[NH3:37]>CO>[NH2:30][C@H:27]1[CH2:26][CH2:25][C@H:24]([O:23][C:4]2[CH:3]=[C:2]([F:1])[CH:7]=[CH:6][C:5]=2[NH:8][C:9]2[C:10]3[C:17]([CH3:18])=[C:16]([C:19]([NH2:37])=[O:21])[S:15][C:11]=3[N:12]=[CH:13][N:14]=2)[CH2:29][CH2:28]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 178499245HCID 178499245, compound

Product 1

HCID 178428774HCID 178428774, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.100 g methyl 4-(4-fluoro-2-(trans-4-(2,2,2-trifluoroacetamido)cyclohexyloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxylate (cpd.15.1) and 2 ml 7 M ammonia in MeOH were stirred in a pressure tube overnight at 70° C. and 8 days at 90° C. The reaction mixture was concentrated in vacuo. The residue was purified by chromatography to give the desired compound.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customThe residue was purified by chromatography

Sources & evidence

ORD record
ord-e763794bdac6487da5a9450eb0ba8d21
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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