Iodobenzene → 3-(3-Benzhydrylidene-2-oxo-2,3-dihydro-indol-1-ylmethyl)-benzoic acid methyl ester

HRID 1623438Notes

Reaction equation

HRID 1623438 reaction equation
I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:8][O:9][C:10](=[O:35])[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][N:18]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:19](=[O:28])[C:20]#[C:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:12]=1>>[CH3:8][O:9][C:10](=[O:35])[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][N:18]2[C:29]3[C:34](=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:20](=[C:21]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:19]2=[O:28])[CH:12]=1

Participants

3

Reactant 2

HCID 11575IodobenzeneHCID 670361553-{[Phenyl-(3-phenyl propynoyl)-amino]-methyl}-benzoic acid methyl ester

Product 1

HCID 582016693-(3-Benzhydrylidene-2-oxo-2,3-dihydro-indol-1-ylmethyl)-benzoic acid methyl ester

Procedure

The title compound was prepared in analogy to Example 5 starting from iodo-benzene (commercially available) and 3-{[phenyl-(3-phenyl propynoyl)-amino]-methyl}-benzoic acid methyl ester. 1H NMR (CDCl3, 300 MHz) δppm 8.01 (s, 1H), 8.00 (d, 1H), 7.93 (d, 1H), 7.33-7.52 (m, 12H), 7.05 (dt, 1H), 6.66 (m, 2H), 6.43 (d, 2H), 4.96 (s, 2H), 3.91 (s, 3H).

Sources & evidence

ORD record
ord-6616c93635f04184a595f67ec8522174
Source dataset
uspto-grants-2014_07
Patent number
US08778973B2

Reaction notes

Loading…