Ethanamine, 2,2,2-trifluoro- → HCID 59639629, compound

HRID 2250076Notes

Reaction equation

HRID 2250076 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]3[CH:21]=[CH:20][C:19](=[O:22])[N:18]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[F:29])[C:10]=3[N:11]=[C:12](S(C)(=O)=O)[N:13]=2)=[C:4]([CH3:30])[CH:3]=1.[F:31][C:32]([F:36])([F:35])[CH2:33][NH2:34]>C1COCC1>[F:31][C:32]([F:36])([F:35])[CH2:33][NH:34][C:12]1[N:13]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][C:4]=2[CH3:30])[C:9]2[CH:21]=[CH:20][C:19](=[O:22])[N:18]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[F:29])[C:10]=2[N:11]=1

Participants

4

Reactant 2

HCID 9773Ethanamine, 2,2,2-trifluoro-HCID 10113314HCID 10113314, compound

Product 1

HCID 59639629HCID 59639629, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The product of Example 59 (200 mg, 0.47 mmol) and trifluoroethylamine (200 mg, 2 mmol) were dissolved in THF (7 ml) and sealed in a vial under Ar. The mixture was heated in an oil bath to 600 for 4 days. The solvents were removed in vacuo, and the residue was flash chromatographed with 60-90% CH2Cl2/hexane. Recrystallization from CH2Cl2/hexane gave the title compound as a white crystalline solid. mp 187-188°, LC MS m/z=447(MH+) Retention time=2.27 min.

Workup

  1. customsealed in a vial under Ar
  2. temperatureThe mixture was heated in an oil bath to 600 for 4 days
  3. customThe solvents were removed in vacuo
  4. customchromatographed with 60-90% CH2Cl2/hexane
  5. customRecrystallization from CH2Cl2/hexane

Sources & evidence

ORD record
ord-5ea4937729ca47cd98aabccb533b7719
Source dataset
uspto-grants-2008_01
Patent number
US07314934B2

Reaction notes

Loading…