HCID 178484003, compound → HCID 178484002, compound

HRID 1382937Notes

Reaction equation

HRID 1382937 reaction equation
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[C@H:10]1[CH2:15][CH2:14][C@H:13]([CH2:16][N:17](C)[C:18](=O)OCC2C=CC=CC=2)[CH2:12][CH2:11]1>C(O)C.[Pd]>[CH3:18][NH:17][CH2:16][C@H:13]1[CH2:14][CH2:15][C@H:10]([C:2]2[NH:3][C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[N:1]=2)[CH2:11][CH2:12]1

Participants

4

Reactant 1

HCID 178484003HCID 178484003, compound

Product 1

HCID 178484002HCID 178484002, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

6.0 g of benzyl [[trans-4-(2-benzimidazolyl)cyclohexyl]methyl]methylcarbamate are dissolved in 600 ml of ethanol and hydrogenated at room temperature and normal pressure after the addition of 1 g of 5% palladium-on-active charcoal. The product, isolated in the usual manner, is recrystallized from methylene chloride/ether. There are obtained 3.0 g (78%) of 2-[trans-4-[(methylamino)methyl]cyclohexyl]benzimidazole, m.p. 232°-235°, as a colourless crystalline powder.

Workup

  1. customThe product, isolated in the usual manner
  2. customis recrystallized from methylene chloride/ether

Sources & evidence

ORD record
ord-4e60c1ca22314a5790b1c247ee68c378
Source dataset
uspto-grants-1989_02
Patent number
US04808605

Reaction notes

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