5-Methoxy-1H-indole-3-carboxylic acid → Quinuclidin-4-ylmethyl 5-methoxy-1H-indole-3-carboxylate

HRID 1641017Notes

Reaction equation

HRID 1641017 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[C:12]([OH:14])=[O:13].N1C2C(=CC=CC=2)C(C(O[CH2:27][C:28]23[CH2:35][CH2:34][N:31]([CH2:32][CH2:33]2)[CH2:30][CH2:29]3)=O)=C1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[C:12]([O:14][CH2:27][C:28]12[CH2:35][CH2:34][N:31]([CH2:32][CH2:33]1)[CH2:30][CH2:29]2)=[O:13]

Participants

3

Reactant 2

HCID 2591915-Methoxy-1H-indole-3-carboxylic acidHCID 25234267(Quinuclidin-4-yl)methyl 1H-indole-3-carboxylate

Product 1

HCID 25234349Quinuclidin-4-ylmethyl 5-methoxy-1H-indole-3-carboxylate

Procedure

Quinuclidin-4-ylmethyl 5-methoxy-1H-indole-3-carboxylate was prepared starting from 5-methoxyindole-3-carboxylic acid (synthesized as described in J. Med. Chem. 49, 1125 (2006)) following the procedure of (Quinuclidin-4-yl)methyl 1H-indole-3-carboxylate. MS (m/e): 314.

Sources & evidence

ORD record
ord-84ff55249f5547f09d76ce27ea1c99ee
Source dataset
uspto-grants-2012_02
Patent number
US08114891B2

Reaction notes

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