Triethylamine → HCID 21716274, compound

HRID 1385895Notes

Reaction equation

HRID 1385895 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[C:6]([CH2:9][CH3:10])[N:5]=[CH:4][N:3]=1.[NH2:11][CH:12]1[CH2:21][CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17]([O:22][CH3:23])[CH:18]=2)[CH2:13]1.C(N(CC)CC)C>O.CCOCC>[Cl:8][C:7]1[C:2]([NH:11][CH:12]2[CH2:21][CH2:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([O:22][CH3:23])[CH:18]=3)[CH2:13]2)=[N:3][CH:4]=[N:5][C:6]=1[CH2:9][CH3:10]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 199076-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-ylamineHCID 111376684,5-Dichloro-6-ethylpyrimidine

Product 1

HCID 21716274HCID 21716274, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

1.5 g (8.5 mmol) of 4,5-dichloro-6-ethylpyrimidine, 1.5 g (8.5 mmol) of 2-amino-6-methoxytetralin and 2 ml of triethylamine were heated for 10 hours at 85° C. The mixture was subsequently diluted with water and ether, the phases were separated, and the organic phase was washed with water and saturated NaCl solution. After the mixture had been dried and concentrated, the residue was purified by column chromatography with petroleum ether/ethyl acetate (8:1). This gave 2.4 g (89% of theory) of colorless crystals (melting point 70-71° C.).

Workup

  1. customthe phases were separated
  2. washthe organic phase was washed with water and saturated NaCl solution
  3. customAfter the mixture had been dried
  4. concentrationconcentrated
  5. customthe residue was purified by column chromatography with petroleum ether/ethyl acetate (8:1)

Sources & evidence

ORD record
ord-41416c307171450bb404bb0895053d26
Source dataset
uspto-grants-2001_07
Patent number
US06265398B1

Reaction notes

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