Benzene, 1-iodo-4-(trifluoromethyl)- → 3-{2-Oxo-3-[1-phenyl-1-(4-trifluoromethyl-phenyl)-meth-(E)-ylidene]-2,3-dihydro-indol-1-ylmethyl}-benzoic acid methyl ester

HRID 1623442Notes

Reaction equation

HRID 1623442 reaction equation
I[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][CH:3]=1.[CH3:12][O:13][C:14](=[O:39])[C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][N:22]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:23](=[O:32])[C:24]#[C:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:16]=1>>[CH3:12][O:13][C:14](=[O:39])[C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][N:22]2[C:33]3[C:38](=[CH:37][CH:36]=[CH:35][CH:34]=3)/[C:24](=[C:25](/[C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)\[C:2]3[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][CH:3]=3)/[C:23]2=[O:32])[CH:16]=1

Participants

3

Reactant 2

HCID 67993Benzene, 1-iodo-4-(trifluoromethyl)-HCID 670361553-{[Phenyl-(3-phenyl propynoyl)-amino]-methyl}-benzoic acid methyl ester

Product 1

HCID 510335493-{2-Oxo-3-[1-phenyl-1-(4-trifluoromethyl-phenyl)-meth-(E)-ylidene]-2,3-dihydro-indol-1-ylmethyl}-benzoic acid methyl ester

Procedure

The title compound was prepared in analogy to Example 5 starting from 1-iodo-4-trifluoromethyl-benzene (commercially available) and 3-{[phenyl-(3-phenyl propynoyl)-amino]-methyl}-benzoic acid methyl ester. 1H NMR (300 Hz, CDCl3) δppm 3.91 (s, 3H), 4.96 (s, 2H), 6.37 (d, 1H), 6.67 (dd, 2H), 7.08 (t, 1H), 7.35-7.40 (m, 7H), 7.49 (d, 2H), 7.71 (d, 2H), 7.95 (d, 1H), 8.01 (s, 1H).

Sources & evidence

ORD record
ord-bb66fda1a6fb45699303432373536f03
Source dataset
uspto-grants-2014_07
Patent number
US08778973B2

Reaction notes

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