4-(Trifluoromethyl)benzoyl chloride → HCID 86641824, compound

HRID 1256991Notes

Reaction equation

HRID 1256991 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1.[NH2:14][C:15]([CH3:31])([CH2:18][N:19]1[N:23]=[C:22]2[C:24]([Cl:30])=[CH:25][C:26]([Cl:29])=[C:27]([Cl:28])[C:21]2=[N:20]1)[C:16]#[N:17]>C1COCC1>[C:16]([C:15]([NH:14][C:7](=[O:8])[C:6]1[CH:10]=[CH:11][C:3]([C:2]([F:13])([F:12])[F:1])=[CH:4][CH:5]=1)([CH3:31])[CH2:18][N:19]1[N:23]=[C:22]2[C:24]([Cl:30])=[CH:25][C:26]([Cl:29])=[C:27]([Cl:28])[C:21]2=[N:20]1)#[N:17]

Participants

4

Reactant 2

HCID 676074-(Trifluoromethyl)benzoyl chlorideHCID 666199812-Amino-2-methyl-3-(4,5,7-trichloro-2H-benzotriazol-2-yl)-propionitrile

Product 1

HCID 86641824HCID 86641824, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Using a procedure similar to that described in Example 60, except using a solution of 4-trifluoromethylbenzoyl chloride (0.16 mmole) in THF and a solution of 2-amino-2-methyl-3-(4,5,7-trichloro-2H-benzotriazol-2-yl)-propionitrile (0.075 mmole, described in Example 39) in THF mixed with TEA (3% v./v.), the title compound was isolated as solid residue (13.9 mg). It was dissolved in DMSO for further biological evaluation and analyzed by LCMS. MS (ES): M/Z [M+H]=476, RT=0.72 min.

Sources & evidence

ORD record
ord-249e932f9b3d40d596e8615ecc543a78
Source dataset
uspto-grants-2013_06
Patent number
US08461176B2

Reaction notes

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