Triethylamine → HCID 22660765, compound

HRID 392804Notes

Reaction equation

HRID 392804 reaction equation
Cl.[F:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:16]=1[C:10]1([CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1)[O:9][C:8]2=[O:17].[C:18]1([C:24]2[CH:25]=[N:26][C:27]([NH:30][C:31](=O)[O:32]C3C=CC=CC=3)=[N:28][CH:29]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl.C(OCC)(=O)C>[F:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:16]=1[C:10]1([CH2:11][CH2:12][N:13]([C:31]([NH:30][C:27]3[N:26]=[CH:25][C:24]([C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=4)=[CH:29][N:28]=3)=[O:32])[CH2:14][CH2:15]1)[O:9][C:8]2=[O:17]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 22660686HCID 22660686, compoundHCID 22660706HCID 22660706, compound

Product 1

HCID 22660765HCID 22660765, compoundYield 82.9%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 7-fluorospiro[isobenzofuran-1(3H),4′-piperidine]-3-one hydrochloride (150 mg), phenyl N-(5-phenyl-2-pyrimidinyl)carbamate (170 mg) and triethylamine (0.24 mL) in chloroform (2 mL) was stirred at 60° C. for 2 hours. The reaction mixture was diluted with ethyl acetate. The whole was washed with 10% citric acid aqueous solution, saturated aqueous sodium bicarbonate and saturated saline solution and then dried over anhydrous Na2SO4. The concentration of the reaction mixture left a residue, which was recrystallized from ethyl acetate to give the subject compound (202 mg) as colorless crystals (melting point 244-246° C.).

Workup

  1. washThe whole was washed with 10% citric acid aqueous solution, saturated aqueous sodium bicarbonate and saturated saline solution
  2. dry with materialdried over anhydrous Na2SO4
  3. waitThe concentration of the reaction mixture left a residue, which
  4. customwas recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-6c4a8ca73e39419d89e41055ec2f19ad
Source dataset
uspto-grants-2004_10
Patent number
US06803372B2

Reaction notes

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