(2R,5R)-2,5-dimethylpyrrolidine hydrochloride → (2R,5R)-1-[(4'-{3-[(2R,5R)-2,5-dimethylpyrrolidinyl]propoxy}[1,1'-biphenyl]-4-yl)carbonyl]-2,5-dimethylpyrrolidine

HRID 429231Notes

Reaction equation

HRID 429231 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([N:20]3[C@H:24]([CH3:25])[CH2:23][CH2:22][C@H:21]3[CH3:26])=[O:19])=[CH:14][CH:13]=2)=[CH:8][CH:7]=1.Cl.[CH3:28][C@@H:29]1[CH2:33][CH2:32][C@@H:31]([CH3:34])[NH:30]1>>[CH3:28][C@@H:29]1[CH2:33][CH2:32][C@@H:31]([CH3:34])[N:30]1[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([N:20]3[C@H:24]([CH3:25])[CH2:23][CH2:22][C@H:21]3[CH3:26])=[O:19])=[CH:14][CH:13]=2)=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 12268509(2R,5R)-2,5-dimethylpyrrolidine hydrochlorideHCID 70141087(2R,5R)-1-{[4'-(3-chloropropoxy)[1,1'-biphenyl]-4-yl]carbonyl}-2,5-dimethylpyrrolidine

Product 1

HCID 70140096(2R,5R)-1-[(4'-{3-[(2R,5R)-2,5-dimethylpyrrolidinyl]propoxy}[1,1'-biphenyl]-4-yl)carbonyl]-2,5-dimethylpyrrolidine

Procedure

The product from Example 4A and (2R,5R)-2,5-dimethylpyrrolidine hydrochloride were processed as described in Example 10F to provide the title compound.

Sources & evidence

ORD record
ord-b620f2ca8a6b4136baf56bf39dc382a1
Source dataset
uspto-grants-2001_11
Patent number
US06316475B1

Reaction notes

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