2-Methoxyethylamine → HCID 56942471, compound

HRID 1507875Notes

Reaction equation

HRID 1507875 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](OCC)=[O:23])[N:21]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[CH3:39][O:40][CH2:41][CH2:42][NH2:43]>CO>[Cl:1][C:2]1[CH:38]=[CH:37][C:5]([O:6][CH2:7][C:8]([N:10]2[CH2:11][CH2:12][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]([NH:43][CH2:42][CH2:41][O:40][CH3:39])=[O:23])[N:21]=3)[CH2:14][CH2:15]2)=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 80182-MethoxyethylamineHCID 66758966HCID 66758966, compound

Product 1

HCID 56942471HCID 56942471, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of ethyl 4-(4-(2-(4-chlorophenoxy)acetyl)piperazin-1-yl)-6-(4-fluorophenyl)thieno[2,3-d]pyrimidine-2-carboxylate (30 mg, 0.05 mmol) in MeOH (7 ml) was added 2-methoxyethylamine (0.7 ml). The mixture 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 50:1) to yield the title compound as a white solid (29 mg, 92%).

Workup

  1. customThe solvents were removed under reduced pressure
  2. customthe crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 50:1)

Sources & evidence

ORD record
ord-835b387698f64350a7cceba9382e96ad
Source dataset
uspto-grants-2015_12
Patent number
US09221822B2

Reaction notes

Loading…