HCID 118222818, compound → 1-Methyl-5-propoxy-1H-indole-2-carbaldehyde

HRID 629177Notes

Reaction equation

HRID 629177 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([O:11][CH2:12][CH2:13][CH3:14])=[CH:8][CH:9]=2)[CH:4]=[C:3]1[C:15](OCC)=[O:16].CN1C2C(=CC(OCCC)=CC=2)C=C1CO>>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([O:11][CH2:12][CH2:13][CH3:14])=[CH:8][CH:9]=2)[CH:4]=[C:3]1[CH:15]=[O:16]

Participants

3

Reactant 2

HCID 118222818HCID 118222818, compoundHCID 118222834(1-methyl-5-propoxy-1H-indol-2-yl)methanol

Product 1

HCID 1182227861-Methyl-5-propoxy-1H-indole-2-carbaldehydeYield 75%

Procedure

1-Methyl-5-propoxy-1H-indole-2-carbaldehyde (60 mg, 75% over two steps) was synthesized by the same reduction/oxidation sequence as in Example 52.1, using ethyl 1-methyl-5-propoxy-1H-indole-2-carboxylate (96 mg, 0.37 mmol) in place of methyl-6-butylbenzofuran-2-carboxylate, and (1-methyl-5-propoxy-1H-indol-2-yl)methanol (60 mg, 0.27 mmol) in place of (6-butylbenzofuran-2-yl)methanol.

Sources & evidence

ORD record
ord-f11569499b634fc6857f55b17ba147fe
Source dataset
uspto-grants-2016_04
Patent number
US09315495B2

Reaction notes

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