Ammonia → HCID 56942322, compound

HRID 1507874Notes

Reaction equation

HRID 1507874 reaction equation
[Cl:1][C:2]1[CH:38]=[CH:37][C:5]([O:6][CH2:7][C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[C:17]4[CH:29]=[C:28]([C:30]5[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=5)[S:27][C:18]=4[N:19]=[C:20]([C:22]([O:24]CC)=O)[N:21]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[NH3:39]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[C:17]4[CH:29]=[C:28]([C:30]5[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=5)[S:27][C:18]=4[N:19]=[C:20]([C:22]([NH2:39])=[O:24])[N:21]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:37][CH:38]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 66758966HCID 66758966, compound

Product 1

HCID 56942322HCID 56942322, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of ethyl 4-(4-(2-(4-chlorophenoxy)acetyl)piperazin-1-yl)-6-(4-fluorophenyl)thieno[2,3-d]pyrimidine-2-carboxylate (40 mg, 0.07 mmol) in 7N NH3 in MeOH (1 ml) was stirred at room temperature for 3 hours. The solvents were removed under reduced pressure, and the crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 40:1) to yield the title compound as a white solid (25 mg, 66%).

Workup

  1. customThe solvents were removed under reduced pressure
  2. customthe crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 40:1)

Sources & evidence

ORD record
ord-9553e18d9ace4d17982061ff25c1cb3c
Source dataset
uspto-grants-2015_12
Patent number
US09221822B2

Reaction notes

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