Triethylamine → HCID 11612278, compound

HRID 1626197Notes

Reaction equation

HRID 1626197 reaction equation
[F:1][C:2]1([F:23])[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][C:11]=2[C:17]2[N:18]([CH3:22])[N:19]=[CH:20][CH:21]=2)[CH2:3]1.[F:24][C:25]1[CH:33]=[CH:32][C:28]([C:29](Cl)=[O:30])=[CH:27][C:26]=1[CH3:34].C(N(CC)CC)C>C1COCC1>[F:23][C:2]1([F:1])[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:29](=[O:30])[C:28]3[CH:32]=[CH:33][C:25]([F:24])=[C:26]([CH3:34])[CH:27]=3)=[CH:12][C:11]=2[C:17]2[N:18]([CH3:22])[N:19]=[CH:20][CH:21]=2)[CH2:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27745894-Fluoro-3-methylbenzoyl chlorideHCID 46832485HCID 46832485, compound

Product 1

HCID 11612278HCID 11612278, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 4-[2-(3,3-Difluoro-pyrrolidin-1-yl)-ethoxy]-3-(2-methyl-2H-pyrazol-3-yl)-phenylamine (64 mg, 0.20 mmole), 4-fluoro-3-methyl-benzoyl chloride (52 mg, 0.30 mmole), and triethylamine (56.5 μL, 0.40 mmole) in 1 mL THF was stirred at room temperature for 10 minutes. The mixture was purified by HPLC to give the title compound as a white solid (TFA salt, 29 mg, 32% yield). Exact mass calculated for C24H25F3N4O2 458.2, found 459.3 (MH+).

Workup

  1. customThe mixture was purified by HPLC

Sources & evidence

ORD record
ord-2207479dac9444399315ea2d2bed856f
Source dataset
uspto-grants-2014_07
Patent number
US08785441B2

Reaction notes

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