(3S)-1-(2-Phenylethyl)-3-pyrrolidinamine → (S)-N-(1-(2-phenylethyl)pyrrolidin-3-yl)-1-azabicyclo[2.2.2]octane-3-carboxamide

HRID 992338Notes

Reaction equation

HRID 992338 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([C:9](Cl)=[O:10])[CH2:2]2.[NH2:12][C@H:13]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:14]1>>[C:20]1([CH2:19][CH2:18][N:15]2[CH2:16][CH2:17][CH:13]([NH:12][C:9]([C@H:3]3[CH:4]4[CH2:7][CH2:8][N:1]([CH2:6][CH2:5]4)[CH2:2]3)=[O:10])[CH2:14]2)[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 10774056(3S)-1-(2-Phenylethyl)-3-pyrrolidinamineHCID 114466161-Azabicyclo[2.2.2]octane-3-carbonyl chloride

Product 1

HCID 70173248(S)-N-(1-(2-phenylethyl)pyrrolidin-3-yl)-1-azabicyclo[2.2.2]octane-3-carboxamide

Procedure

1-Azabicyclo[2.2.2]octane-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)-1-azabicyclo[2.2.2]octane-3-carboxamide.

Sources & evidence

ORD record
ord-70fbbfb353cd479cb7d16061b8397f69
Source dataset
uspto-grants-2002_10
Patent number
US06468998B1

Reaction notes

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