2-Chloro-4-(trifluoromethyl)phenyl isocyanate → HCID 52933419, compound

HRID 1024470Notes

Reaction equation

HRID 1024470 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[N:12]=[C:13]=[O:14].[CH3:15][CH:16]([CH3:39])[CH:17]([NH:22][C:23]([C:25]1[S:26][C:27]([C:30]2[CH:35]=[CH:34][C:33]([N+:36]([O-])=O)=[CH:32][CH:31]=2)=[CH:28][N:29]=1)=[O:24])[C:18]([O:20][CH3:21])=[O:19]>>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[NH:12][C:13](=[O:14])[NH:36][C:33]1[CH:34]=[CH:35][C:30]([C:27]2[S:26][C:25]([C:23]([NH:22][C@@H:17]([CH:16]([CH3:39])[CH3:15])[C:18]([O:20][CH3:21])=[O:19])=[O:24])=[N:29][CH:28]=2)=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 51025332-Chloro-4-(trifluoromethyl)phenyl isocyanateHCID 67150324Methyl 3-methyl-2-(5-(4-nitrophenyl)thiazole-2-carboxamido)butanoate

Product 1

HCID 52933419HCID 52933419, compound

Procedure

The title compound was synthesized analogous to Example 9, using 2-chloro-4-(trifluoromethyl)-1-isocyanatobenzene and intermediate 2. 1HNMR (DMSO-d6, 300 MHz): δ 9.860 (s, 1H), 8.747-8.720 (d, 2H), 8.687 (s, 1H), 8.495-8.465 (d, J=9 Hz, 1H), 8.376 (s, 1H), 7.892 (s, 1H), 7.769-7.741 (d, J=8.4 Hz, 2H), 7.718-7.688 (d, J=9 Hz, 1H), 7.611-7.582 (d, J=8.7 Hz, 2H), 4.351-4.301 (t, J=7.5 Hz, 1H), 3.682 (s, 3H), 2.285-2.262 (m, 1H), 0.967-0.924 (t, J=6.6 Hz, 6H); MS (ESI) m/z 555 (M+H).

Sources & evidence

ORD record
ord-0ba704cdec6d4effa1f02c9b4f52f618
Source dataset
uspto-grants-2014_05
Patent number
US08722901B2

Reaction notes

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