(3S)-1-(2-Phenylethyl)-3-pyrrolidinamine → (S)-N-(1-(2-phenylethyl)pyrrolidin-3-yl)-4-methylquinuclidine-3-carboxamide

HRID 992343Notes

Reaction equation

HRID 992343 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][CH:24]=[CH:23][CH:22]=2)[CH2:15]1>>[C:21]1([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][CH:24]=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 10774056(3S)-1-(2-Phenylethyl)-3-pyrrolidinamineHCID 184118744-Methylquinuclidine-3-carbonyl chloride

Product 1

HCID 70172060(S)-N-(1-(2-phenylethyl)pyrrolidin-3-yl)-4-methylquinuclidine-3-carboxamide

Procedure

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

Sources & evidence

ORD record
ord-e902f0329c7e47619e9d9037289662be
Source dataset
uspto-grants-2002_10
Patent number
US06468998B1

Reaction notes

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