HCID 67264742, compound → HCID 59322388, compound

HRID 1685206Notes

Reaction equation

HRID 1685206 reaction equation
[CH:1](=[C:8]1[C:16]2[C:15]([N:17]3[CH2:22][CH2:21][CH:20]([C:23]4[N:24]([CH2:39][CH2:40][N:41]([CH3:43])[CH3:42])[CH:25]=[C:26]([C:28]5[CH:33]=[CH:32][C:31]([F:34])=[C:30]([C:35]([F:38])([F:37])[F:36])[CH:29]=5)[N:27]=4)[CH2:19][CH2:18]3)=[N:14][CH:13]=[N:12][C:11]=2[NH:10][C:9]1=[O:44])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.O=[Pt]=O>[CH2:1]([CH:8]1[C:16]2[C:15]([N:17]3[CH2:18][CH2:19][CH:20]([C:23]4[N:24]([CH2:39][CH2:40][N:41]([CH3:43])[CH3:42])[CH:25]=[C:26]([C:28]5[CH:33]=[CH:32][C:31]([F:34])=[C:30]([C:35]([F:36])([F:38])[F:37])[CH:29]=5)[N:27]=4)[CH2:21][CH2:22]3)=[N:14][CH:13]=[N:12][C:11]=2[NH:10][C:9]1=[O:44])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 67264742HCID 67264742, compound

Product 1

HCID 59322388HCID 59322388, compoundYield 35%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

Combine 5-benzylidene-4-(4-(1-(2-dimethylamino-ethyl)-4-(4-fluoro-3-trifluoromethyl-phenyl)-1H-imidazol-2-yl)-piperidin-1-yl)-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one (0.3 g; 0.00050 mol), PtO2/C (0.15 g; 0.00055 mol) in ethanol (5 mL) and stir under a hydrogen balloon atmosphere at 80° C. for 16 h. Cool the reaction to RT, filter through Celite® and concentrate. Purify over silica gel column using methanol in DCM as eluent to give the title compound (105 mg; 35%). MS (ES+): m/z=608 (M+1).

Workup

  1. temperatureCool
  2. customthe reaction to RT
  3. filtrationfilter through Celite®
  4. concentrationconcentrate
  5. customPurify over silica gel column

Sources & evidence

ORD record
ord-43d9536abca9487f80a8aa1c389f7ed4
Source dataset
uspto-grants-2012_04
Patent number
US08148387B2

Reaction notes

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