2-Oxo-1,3-dihydroindole-6-carboxylic acid → HCID 69401557, compound

HRID 1615226Notes

Reaction equation

HRID 1615226 reaction equation
CNC([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2)=O.[O:15]=[C:16]1CC2[C:18](=CC(C(O)=O)=CC=2)[NH:17]1>>[CH3:18][NH:17][C:16]([C:13]1[CH:12]=[C:11]2[C:7]([CH2:8][C:9](=[O:14])[NH:10]2)=[CH:6][CH:5]=1)=[O:15]

Participants

3

Reactant 2

HCID 72133232-Oxo-1,3-dihydroindole-6-carboxylic acidHCID 10214443HCID 10214443, compound

Product 1

HCID 69401557HCID 69401557, compoundYield 19%

Procedure

The compound was synthesized according to the method described for N-methyl-2-oxoindoline-5-carboxamide except substituting 2-oxoindoline-6-carboxylic acid (89 mg, 0.500 mmol), to obtain the title compound (18 mg, 19%). 1H NMR (400 MHz, CD3OD) δ 7.52 (d, J=7.6 Hz, 1H), 7.15 (d, J=8.0 Hz, 1H), 6.40 (d, J=7.6 Hz, 1H), 3.33 (s, 2H), 2.87 (s, 31-1); MS ESI 191.0 [M+H]+, calcd for [C10H10N2O2+H]+ 191.08.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-7aff5dc3fe474f3b9d9e39faac26297b
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

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