(Quinuclidin-4-yl)methyl 1H-indole-3-carboxylate → (3-oxoquinuclidin-4-yl)methyl 1H-indole-3-carboxylate

HRID 1641012Notes

Reaction equation

HRID 1641012 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([O:12][CH2:13][C:14]23[CH2:21][CH2:20][N:17]([CH2:18][CH2:19]2)[CH2:16][CH2:15]3)=[O:11])=[CH:2]1.[OH:22]CC12CCN(CC1)CC2=O>>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([O:12][CH2:13][C:14]23[CH2:15][CH2:16][N:17]([CH2:20][CH2:21]2)[CH2:18][C:19]3=[O:22])=[O:11])=[CH:2]1

Participants

3

Reactant 2

HCID 25234267(Quinuclidin-4-yl)methyl 1H-indole-3-carboxylateHCID 576465154-(Hydroxymethyl)quinuclidin-3-one

Product 1

HCID 25234347(3-oxoquinuclidin-4-yl)methyl 1H-indole-3-carboxylate

Procedure

(3-oxoquinuclidin-4-yl)methyl 1H-indole-3-carboxylate was prepared in a similar manner to (Quinuclidin-4-yl)methyl 1H-indole-3-carboxylate, substituting 4-(Hydroxymethyl)quinuclidin-3-one as the nucleophile.

Sources & evidence

ORD record
ord-0a176c904f184594b6839e338ff63897
Source dataset
uspto-grants-2012_02
Patent number
US08114891B2

Reaction notes

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