Ethanamine, 2,2,2-trifluoro- → HCID 71285655, compound

HRID 536505Notes

Reaction equation

HRID 536505 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11]3[N:12]=[C:13](I)[C:14]4[C:19]([CH3:21])([CH3:20])[C:18](=[O:22])[NH:17][C:15]=4[N:16]=3)=[N:9][N:8]([CH2:24][C:25]3[C:30]([F:31])=[CH:29][CH:28]=[CH:27][N:26]=3)[C:5]2=[N:6][CH:7]=1.[F:32][C:33]([F:37])([F:36])[CH2:34][NH2:35]>CN1CCCC1=O>[F:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11]3[N:12]=[C:13]([NH:35][CH2:34][C:33]([F:37])([F:36])[F:32])[C:14]4[C:19]([CH3:21])([CH3:20])[C:18](=[O:22])[NH:17][C:15]=4[N:16]=3)=[N:9][N:8]([CH2:24][C:25]3[C:30]([F:31])=[CH:29][CH:28]=[CH:27][N:26]=3)[C:5]2=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 9773Ethanamine, 2,2,2-trifluoro-HCID 71503129HCID 71503129, compound

Product 1

HCID 71285655HCID 71285655, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
150 °C

Procedure

150 mg (0.155 mmol, approx. 55% purity) of the compound obtained in example 21A was dissolved in 1-methyl-2-pyrrolidone (2.7 ml) in a reaction vessel suitable for a microwave and 0.675 ml 2,2,2-trifluoroethylamine was added. Then it was sealed with a corresponding septum and heated in the microwave at 150° C. for 21 h. After cooling, the reaction mixture was purified by preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient). 31 mg of the title compound was obtained (39% of theor.).

Workup

  1. additionwas added
  2. customThen it was sealed with a corresponding septum
  3. temperatureAfter cooling
  4. customthe reaction mixture was purified by preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient)

Sources & evidence

ORD record
ord-10805b53db5241e28f2e97884f8acf48
Source dataset
uspto-grants-2014_10
Patent number
US08859569B2

Reaction notes

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