Ethanol → HCID 69842496, compound

HRID 1699413Notes

Reaction equation

HRID 1699413 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][C:11]([NH:13][C:14]1[CH:19]=[CH:18][C:17](C2C=CC(CCN(CC3C=CC=CC=3)C[C@H](O)C3C=CC=CC=3)=CC=2)=[CH:16][CH:15]=1)=[O:12].[H][H].[CH2:47]([OH:49])[CH3:48]>[C].[Pd]>[NH:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:1]=[C:2]1[CH2:10][C:11]([NH:13][C:14]1[CH:15]=[CH:16][C:17]([CH2:10][CH2:2][NH:1][CH2:48][C@H:47]([OH:49])[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)=[CH:18][CH:19]=1)=[O:12]

Participants

5

Reactant 3

HCID 702EthanolHCID 69843696HCID 69843696, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69842496HCID 69842496, compound

Reagents, catalysts & solvents 1

HCID 178418390HCID 178418390, compoundCatalyst

Procedure

(R)-2-(1H-Benzimidazol-2-yl)-4′-[4-[2-[N-benzyl-N-(2-hydroxy-2-phenylethyl)amino]ethyl]phenyl]acetanilide (240 mg) was dissolved in 30 ml of ethanol, then 170 mg of 10% palladium-carbon was added thereto and the mixture was stirred for nine hours in a hydrogen atmosphere under atmospheric pressure. The catalyst was filtered off, the solvent was evaporated in vacuo, and the residue was washed with ethanol-ethyl acetate to give 200 mg of (R)-2-(1H-benzimidazol-2-yl)-4′-[2-[(2-hydroxy-2-phenylethyl)amino]-ethyl]acetanilide.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was evaporated in vacuo
  3. washthe residue was washed with ethanol-ethyl acetate

Sources & evidence

ORD record
ord-c4d0b6a10cfd4a87bc38a04a7634bd51
Source dataset
uspto-grants-2002_02
Patent number
US06346532B1

Reaction notes

Loading…