3,3,3-Trifluoropropylamine → HCID 71285816, compound

HRID 536503Notes

Reaction equation

HRID 536503 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]C3C=CN=CC=3F)[C:5]2=[N:6][CH:7]=1.[CH2:32]([C:35]([F:38])([F:37])[F:36])[CH2:33][NH2:34]>CN1CCCC1=O>[F:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11]3[N:12]=[C:13]([NH:34][CH2:33][CH2:32][C:35]([F:38])([F:37])[F:36])[C:14]4[C:19]([CH3:20])([CH3:21])[C:18](=[O:22])[NH:17][C:15]=4[N:16]=3)=[N:9][N:8]([CH2:24][C:7]3[C:2]([F:1])=[CH:3][CH:4]=[CH:5][N:6]=3)[C:5]2=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 100013,3,3-TrifluoropropylamineHCID 71488300HCID 71488300, compound

Product 1

HCID 71285816HCID 71285816, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
150 °C

Procedure

150 mg (0.186 mmol, approx. 66% purity) of the compound obtained in example 28A was dissolved in 1-methyl-2-pyrrolidone (3.6 ml) in a reaction vessel suitable for a microwave and 0.9 ml of 3,3,3-trifluoropropyl-1-amine was added. Then it was sealed with a corresponding septum and it was heated in the microwave at 150° C. for 3 h. After cooling, the reaction mixture was purified by preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient). 33 mg of the title compound was obtained (34% of theor.).

Workup

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

Sources & evidence

ORD record
ord-329e267516b741aeb9be694398afe317
Source dataset
uspto-grants-2014_10
Patent number
US08859569B2

Reaction notes

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