2,4,6-Trifluoroaniline → HCID 14995458, compound

HRID 2257178Notes

Reaction equation

HRID 2257178 reaction equation
[CH2:1]([C:10]1([C:19](Cl)=[O:20])[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[F:22][C:23]1[CH:29]=[C:28]([F:30])[CH:27]=[C:26]([F:31])[C:24]=1[NH2:25]>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH2:1]([C:10]1([C:19]([NH:25][C:24]2[C:23]([F:22])=[CH:29][C:28]([F:30])=[CH:27][C:26]=2[F:31])=[O:20])[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

5

Reactant 2

HCID 677652,4,6-TrifluoroanilineHCID 14995457HCID 14995457, compound

Product 1

HCID 14995458HCID 14995458, compoundYield 54%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared according to the procedure described in Example 65, except that 398 mg (1.3 mmple) 2-n-nonylindane-2-carbonyl chloride, 220 mg (1.5 mmole) 2,4,6-trifluoroaniline, and 187 mg (1.5 mmole) 4-dimethylaminopyridine in 12 ml methylene chloride were stirred at room temperature for 44 hours. There was obtained 290 mg product. 54% yield. IR(CHCl3): 1693 cm-1. 1H NMR: δ0.86 (t, 3H); 1.23 (c, 12H); 1.41 (c, 2H); 1.78 (c, 2H); 3.02 (d, 2H); 3.5 (d, 2H); 6.7 (c, 3H); 7.18 (c, 4H).

Sources & evidence

ORD record
ord-65804b00cbfe42858f12b72315449595
Source dataset
uspto-grants-1997_08
Patent number
US05656634

Reaction notes

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