1-Azabicyclo[2.2.2]octane-3-carbonyl chloride → (S)-N-(1-(2-(4-fluorophenyl)ethyl)pyrrolidin-3-yl)-1-azabicyclo[2.2.2]octane-3-carboxamide

HRID 992328Notes

Reaction equation

HRID 992328 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][C:23]([F:26])=[CH:22][CH:21]=2)[CH2:14]1>>[F:26][C:23]1[CH:24]=[CH:25][C:20]([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]=1

Participants

3

Reactant 2

HCID 114466161-Azabicyclo[2.2.2]octane-3-carbonyl chlorideHCID 59915932(S)-3-amino-1-(2-(4-fluorophenyl)ethyl)pyrrolidine

Product 1

HCID 70172048(S)-N-(1-(2-(4-fluorophenyl)ethyl)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-(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)-1-azabicyclo[2.2.2]octane-3-carboxamide.

Sources & evidence

ORD record
ord-bd9df09494ce4fea91c5c16f01dea50f
Source dataset
uspto-grants-2002_10
Patent number
US06468998B1

Reaction notes

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