Triethylamine → HCID 69285747, compound

HRID 2225251Notes

Reaction equation

HRID 2225251 reaction equation
[NH2:1][CH2:2][C:3]([NH:5][C@H:6]1[CH2:11][CH2:10][C@@H:9]([N:12]([CH:14]([CH3:16])[CH3:15])[CH3:13])[CH2:8][C@H:7]1[CH2:17][O:18][CH3:19])=[O:4].Cl[C:21]1[C:30]2[C:25](=[CH:26][CH:27]=[C:28]([C:31]([F:34])([F:33])[F:32])[CH:29]=2)[N:24]=[CH:23][N:22]=1.C(N(CC)CC)C>C(O)C>[CH:14]([N:12]([CH3:13])[C@@H:9]1[CH2:10][CH2:11][C@H:6]([NH:5][C:3](=[O:4])[CH2:2][NH:1][C:21]2[C:30]3[C:25](=[CH:26][CH:27]=[C:28]([C:31]([F:33])([F:34])[F:32])[CH:29]=3)[N:24]=[CH:23][N:22]=2)[C@H:7]([CH2:17][O:18][CH3:19])[CH2:8]1)([CH3:16])[CH3:15]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 210750954-Chloro-6-(trifluoromethyl)quinazolineHCID 69285459HCID 69285459, compound

Product 1

HCID 69285747HCID 69285747, compoundYield 52.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the bis-trifluoroacetic acid salt of 2-amino-N-((1S,2R,4R)-4-(isopropyl(methyl)amino)-2-(methoxymethyl)cyclohexyl)acetamide (57 mg) in ethanol (4 mL) was treated with 4-chloro-6-(trifluoromethyl)quinazoline (40 mg) and triethylamine (0.08 mL). The mixture was heated at reflux overnight. The mixture was then cooled to rt and purified by reverse phase HPLC and lyopholization to provide the bis-trifluoroacetic acid salt of the title product as a white powder (42 mg). MS found: (M+H)+=468.4.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux overnight
  3. custompurified by reverse phase HPLC and lyopholization

Sources & evidence

ORD record
ord-281f9ad4058f4f2abb20e642d60f9bfa
Source dataset
uspto-grants-2008_05
Patent number
US07378409B2

Reaction notes

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