HCID 15434420, compound → (R)-5-Hydroxymethyltolterodine

HRID 1473000Notes

Reaction equation

HRID 1473000 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][OH:16])=[CH:11][C:10]=1[C@@H:17]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH2:18][CH2:19][N:20]([CH:24]([CH3:26])[CH3:25])[CH:21]([CH3:23])[CH3:22])C1C=CC=CC=1>[Pd].CO>[CH:24]([N:20]([CH:21]([CH3:23])[CH3:22])[CH2:19][CH2:18][C@@H:17]([C:10]1[CH:11]=[C:12]([CH2:15][OH:16])[CH:13]=[CH:14][C:9]=1[OH:8])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)([CH3:26])[CH3:25]

Participants

4

Reactant 1

HCID 15434420HCID 15434420, compound

Product 1

HCID 9819382(R)-5-Hydroxymethyltolterodine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(R)-[4-benzyloxy-3-(3-diisopropylamino-1-phenylpropyl)-phenyl]-methanol of formula (H) is reduced by using Pd/C in the presence of alcoholic solvents, preferably methanol to obtain (R)-2-(3-diisopropylamino-1-phenylpropyl)-4-hydroxy methyl phenol of formula (I) which is recrystallized with mixture of ethyl acetate and hexane.

Sources & evidence

ORD record
ord-ba558b50854944408236d59f4f84c85b
Source dataset
uspto-grants-2015_04
Patent number
US09012678B2

Reaction notes

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