Aniline → HCID 68733542, compound

HRID 1615227Notes

Reaction equation

HRID 1615227 reaction equation
[CH3:1][NH:2][C:3]([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:4].O=C1C[C:23]2[C:18](=[CH:19][C:20](C(O)=O)=C[CH:22]=2)N1.NC1C=CC=CC=1>>[O:14]=[C:9]1[CH2:8][C:7]2[C:11](=[CH:12][CH:13]=[C:5]([C:3]([NH:2][C:1]3[CH:22]=[CH:23][CH:18]=[CH:19][CH:20]=3)=[O:4])[CH:6]=2)[NH:10]1

Participants

4

Reactant 3

HCID 6115AnilineHCID 72133232-Oxo-1,3-dihydroindole-6-carboxylic acidHCID 10214443HCID 10214443, compound

Product 1

HCID 68733542HCID 68733542, compound

Procedure

The title compound was synthesized according to the method described for N-methyl-2-oxoindoline-5-carboxamide from 2-oxoindoline-6-carboxylic acid (89 mg, 0.500 mmol) and aniline (0.14 mL, 1.50 mmol) to obtain 45 mg, 36%. 1H NMR (400 MHz, CD3OD) δ 7.88 (d, J=8.4 Hz, 1H), 7.87 (s, 1H), 7.67 (d, J=7.9 Hz, 2H), 7.36 (t, J=7.9 Hz, 2H), 7.15 (t, J=7.4 Hz, 1H), 7.00 (d, J=8.0 Hz, 1H), 3.34 (s, 2H); MS ESI 253.0 [M+H]+, calcd for [C15H12N2O2+H]+ 253.10.

Workup

  1. customto obtain 45 mg, 36%

Sources & evidence

ORD record
ord-0ab23af2c8984c8886aaf7ce0df98523
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

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