Triethylamine → HCID 178437728, compound

HRID 1458644Notes

Reaction equation

HRID 1458644 reaction equation
Cl[CH:2]1[C:7]([I:10])(CC)[CH:6]=[N:5][CH:4]=[N:3]1.[C:11]([C@@H:15]1[CH2:20][CH2:19][C@H:18]([NH2:21])[CH2:17][CH2:16]1)([CH3:14])([CH3:13])[CH3:12].[CH2:22](N(CC)CC)[CH3:23]>O.C1(C)C=CC=CC=1>[C:11]([C@@H:15]1[CH2:16][CH2:17][C@H:18]([NH:21][C:6]2[C:7]([I:10])=[C:2]([CH2:22][CH3:23])[N:3]=[CH:4][N:5]=2)[CH2:19][CH2:20]1)([CH3:14])([CH3:12])[CH3:13]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 676654424-Chloro-5-iodo-5-ethylpyrimidineHCID 178445676HCID 178445676, compound

Product 1

HCID 178437728HCID 178437728, compound

Reagents, catalysts & solvents 1

HCID 22272177Toluene waterSolvent

Procedure

7.25 g (30 mmol) of 4-chloro-5-iodo-5-ethylpyrimidine (EP 470 600), 5.6 g (36 mmol) of cis-4-tert-butylcyclohexylamine and 6.1 g of triethylamine were heated at from 80° to 90° C. for 4 hours without solvent. After cooling, the mixture was taken up in water/toluene and the organic phase was dried and concentrated. The crude product was purified by chromatography on silica gel using petroleum ether/ethyl acetate (7:3), to give 7.4 g (56.7% of theory) of a yellow oil.

Workup

  1. temperatureAfter cooling
  2. customthe organic phase was dried
  3. concentrationconcentrated
  4. customThe crude product was purified by chromatography on silica gel
  5. customto give 7.4 g (56.7% of theory) of a yellow oil

Sources & evidence

ORD record
ord-941ca274bc1048928aad00ec822997d7
Source dataset
uspto-grants-1998_12
Patent number
US05852023

Reaction notes

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