HCID 66835748, compound → HCID 66835814, compound

HRID 572862Notes

Reaction equation

HRID 572862 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH:10]([O:22][CH:23]1[CH2:28][CH2:27][N:26]([CH3:29])[CH2:25][CH2:24]1)[C:11]1[CH:12]=[C:13]([C:17]#[C:18][CH2:19][CH2:20][NH2:21])[CH:14]=[CH:15][CH:16]=1>CO.[Pt]=O>[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH:10]([O:22][CH:23]1[CH2:24][CH2:25][N:26]([CH3:29])[CH2:27][CH2:28]1)[C:11]1[CH:12]=[C:13]([CH2:17][CH2:18][CH2:19][CH2:20][NH2:21])[CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 1

HCID 66835748HCID 66835748, compound

Product 1

HCID 66835814HCID 66835814, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-{3-[(1H-benzimidazol-2-yl)(1-methylpiperidin-4-yloxy)-methyl]phenyl}but-3-ynylamine (50 mg) in methanol (2.5 mL) is added platinum oxide (8 mg). The flask is purged with argon then put under one atmosphere of hydrogen. The reaction mixture is stirred overnight at room temperature then filtered on celite, cake washed with methanol. The solvent is removed under reduced pressure to give 4-{3-[(1H-benzimidazol-2-yl)(1-methylpiperidin-4-yloxy)methyl]phenyl}butylamine.

Workup

  1. customThe flask is purged with argon
  2. filtrationthen filtered on celite, cake
  3. washwashed with methanol
  4. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-cd87ee3996b44b19ae33bff48ec0f206
Source dataset
uspto-grants-2015_05
Patent number
US09029357B2

Reaction notes

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