HCID 21276951, compound → HCID 21276950, compound

HRID 2292135Notes

Reaction equation

HRID 2292135 reaction equation
C([O:8][C:9]([C:11]1[CH:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[Cl:23])[C:15]([C:24](=[O:30])[NH:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[C:14]([CH3:31])[NH:13][C:12]=1[CH2:32][O:33][CH2:34][CH2:35][N:36]1[C:40]2[CH:41]=[CH:42][CH:43]=[CH:44][C:39]=2[N:38]=[C:37]1[CH3:45])=[O:10])C1C=CC=CC=1>[Pd].C(O)C>[C:26]([NH:25][C:24]([C:15]1[CH:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[Cl:23])[C:11]([C:9]([OH:10])=[O:8])=[C:12]([CH2:32][O:33][CH2:34][CH2:35][N:36]2[C:40]3[CH:41]=[CH:42][CH:43]=[CH:44][C:39]=3[N:38]=[C:37]2[CH3:45])[NH:13][C:14]=1[CH3:31])=[O:30])([CH3:27])([CH3:28])[CH3:29]

Participants

4

Reactant 1

HCID 21276951HCID 21276951, compound

Product 1

HCID 21276950HCID 21276950, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
28 °C

Procedure

Palladium on carbon (0.10 g; 5%) was added to a solution of 3-benzyloxycarbonyl-5-(N-t-butylcarbamoyl)-4-(2-chlorophenyl)-6-methyl-2-[2-(2-methylbenzimidazol-1-yl)ethoxymethyl]-1,4-dihydropyridine (0.143 g, 0.23 mmol) in ethanol (8 ml) and the mixture stirred under hydrogen (1 bar) at 28° C. for 5 hours. The catalyst was removed by filtration, the solvent evaporated and the residue triturated with hot diethyl ether to yield the title product as a white solid (0.097 g, 79%), m.p. 187°-188° C. Found: C,62.77; H, 6.35; N, 10.09. C29H33ClN4.H2O requires C, 63.17; H, 5.96; N, 10.09%.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent evaporated
  3. customthe residue triturated with hot diethyl ether

Sources & evidence

ORD record
ord-6fb05ed99a9646f8a38416489d32c603
Source dataset
uspto-grants-1989_01
Patent number
US04801598

Reaction notes

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