5-Methoxyindole-2-carboxylic acid → 2-Methylpropyl 7-methoxy-1H-indole-2-carboxylate

HRID 1762935Notes

Reaction equation

HRID 1762935 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[NH:10][C:9]([C:12]([OH:14])=[O:13])=[CH:8]2>C(O)C(C)C>[CH2:6]([O:13][C:12]([C:9]1[NH:10][C:11]2[C:7]([CH:8]=1)=[CH:6][CH:5]=[CH:4][C:3]=2[O:2][CH3:1])=[O:14])[CH:7]([CH3:11])[CH3:8]

Participants

3

Reactant 1

HCID 1681875-Methoxyindole-2-carboxylic acid

Product 1

HCID 130897172-Methylpropyl 7-methoxy-1H-indole-2-carboxylateYield 119.8%

Reagents, catalysts & solvents 1

HCID 6560IsobutanolSolvent

Procedure

Under the conditions of Example 8(A), 8 g of 7-methoxyindole-2-carboxylic acid is converted into the acid chloride and the latter is reacted with isobutanol. After working up of the reaction product and recrystallization from petroleum ether, 6.2 g of 7-methoxyindole-2-carboxylic acid isobutyl ester is obtained, mp 100°-101° C.

Workup

  1. customAfter working up of the reaction product and recrystallization from petroleum ether

Sources & evidence

ORD record
ord-fca02b4cf1fa4da4b94b8c41a0b42ce9
Source dataset
uspto-grants-1989_05
Patent number
US04835175

Reaction notes

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