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(Quinuclidin-4-yl)methyl 1H-indole-3-carboxylate → Quinuclidin-4-ylmethyl 5-chloro-1H-indole-3-carboxylate

HRID 1641009
Notes
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Reaction equation

HRID 1641009 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.[Cl:22]C1C=C2C(=CC=1)NC=C2C(Cl)=O>>[Cl:22][C:6]1[CH:5]=[C:4]2[C:9](=[CH:8][CH:7]=1)[NH:1][CH:2]=[C:3]2[C:10]([O:12][CH2:13][C:14]12[CH2:15][CH2:16][N:17]([CH2:20][CH2:21]1)[CH2:18][CH2:19]2)=[O:11]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 25234267(Quinuclidin-4-yl)methyl 1H-indole-3-carboxylateHCID 579568665-chloro-1H-indole-3-carbonyl chloride

Product 1

HCID 25234271Quinuclidin-4-ylmethyl 5-chloro-1H-indole-3-carboxylate

Procedure

Quinuclidin-4-ylmethyl 5-chloro-1H-indole-3-carboxylate was prepared in a similar manner to (Quinuclidin-4-yl)methyl 1H-indole-3-carboxylate, substituting 5-chloro-1H-indole-3-carbonyl chloride as the electrophile.

Sources & evidence

ORD record
ord-9bef965f17314a20992deb184182d588
Source dataset
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08114891B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes