2-Amino-2-methyl-3-(4,5,7-trichloro-2H-benzotriazol-2-yl)-propionitrile → HCID 86625560, compound

HRID 415733Notes

Reaction equation

HRID 415733 reaction equation
[NH2:1][C:2]([CH3:18])([CH2:5][N:6]1[N:10]=[C:9]2[C:11]([Cl:17])=[CH:12][C:13]([Cl:16])=[C:14]([Cl:15])[C:8]2=[N:7]1)[C:3]#[N:4].[F:19][CH:20]([C:25]1[CH:33]=[CH:32][C:28]([C:29](Cl)=[O:30])=[CH:27][CH:26]=1)[C:21]([F:24])([F:23])[F:22]>>[C:3]([C:2]([NH:1][C:29](=[O:30])[C:28]1[CH:27]=[CH:26][C:25]([CH:20]([F:19])[C:21]([F:23])([F:24])[F:22])=[CH:33][CH:32]=1)([CH3:18])[CH2:5][N:6]1[N:10]=[C:9]2[C:11]([Cl:17])=[CH:12][C:13]([Cl:16])=[C:14]([Cl:15])[C:8]2=[N:7]1)#[N:4]

Participants

3

Reactant 2

HCID 666199812-Amino-2-methyl-3-(4,5,7-trichloro-2H-benzotriazol-2-yl)-propionitrileHCID 83854572HCID 83854572, compound

Product 1

HCID 86625560HCID 86625560, compound

Procedure

Using a procedure similar to that described in Example 1, except using 2-amino-2-methyl-3-(4,5,7-trichloro-2H-benzotriazol-2-yl)-propionitrile (35 mg, described in Example 39) and 4-(1,2,2,2-tetrafluoroethyl)benzoyl chloride, the title compound was isolated as a solid (6.2 mg, 11%). MS (ES): M/Z [M+H]=508. NMR: (400 MHz, CHLOROFORM-d): 1.90 (s, 3H), 5.20 (d, J=13.8 Hz, 1H), 5.53 (d, J=13.8 Hz, 1H), 5.69 (dq, J=44.3 Hz, 5.9 Hz, 1H), 7.54 (br.s, 1H), 7.58 (s, 1H), 7.60 (d, J=8.1 Hz, 2H) and 7.98 (d, J=8.2 Hz, 2H). 19F NMR (376 MHz, CHLOROFORM-d): −197.6-−197.1 (m, 1F), −79.0 (q, J=5.9 Hz, 3F).

Sources & evidence

ORD record
ord-c0c2d2aa50a04bac8e5009e85844ffc3
Source dataset
uspto-grants-2012_01
Patent number
US08088801B2

Reaction notes

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