4-Methylquinuclidine-3-carbonyl chloride → (S)-N-(1-(2-(4-fluorophenyl)ethyl)pyrrolidin-3-yl)-4-methylquinuclidine-3-carboxamide

HRID 992333Notes

Reaction equation

HRID 992333 reaction equation
[CH3:1][C:2]12[CH2:9][CH2:8][N:5]([CH2:6][CH2:7]1)[CH2:4][CH:3]2[C:10](Cl)=[O:11].[NH2:13][C@H:14]1[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)[CH2:15]1>>[F:27][C:24]1[CH:25]=[CH:26][C:21]([CH2:20][CH2:19][N:16]2[CH2:17][CH2:18][CH:14]([NH:13][C:10]([C@H:3]3[C:2]4([CH3:1])[CH2:9][CH2:8][N:5]([CH2:6][CH2:7]4)[CH2:4]3)=[O:11])[CH2:15]2)=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 184118744-Methylquinuclidine-3-carbonyl chlorideHCID 59915932(S)-3-amino-1-(2-(4-fluorophenyl)ethyl)pyrrolidine

Product 1

HCID 70173453(S)-N-(1-(2-(4-fluorophenyl)ethyl)pyrrolidin-3-yl)-4-methylquinuclidine-3-carboxamide

Procedure

4-Methylquinuclidine-3-carbonyl chloride and (S)-3-amino-1-(2-(4-fluorophenyl)ethyl)pyrrolidine were reacted under the same conditions as in Example 53 to give (S)-N-(1-(2-(4-fluorophenyl)ethyl)pyrrolidin-3-yl)-4-methylquinuclidine-3-carboxamide.

Sources & evidence

ORD record
ord-d20ed92725774f2f8d3eacc6f24bd4ec
Source dataset
uspto-grants-2002_10
Patent number
US06468998B1

Reaction notes

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