Triethylamine → HCID 178470706, compound

HRID 1458668Notes

Reaction equation

HRID 1458668 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[N:5]=[CH:4][N:3]=1.[C:14]([C@@H:18]1[CH2:23][CH2:22][C@H:21]([NH2:24])[CH2:20][CH2:19]1)([CH3:17])([CH3:16])[CH3:15].C(N(CC)CC)C>O.C1(C)C=CC=CC=1>[C:14]([C@@H:18]1[CH2:19][CH2:20][C@H:21]([NH:24][C:2]2[CH:7]=[C:6]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[N:5]=[CH:4][N:3]=2)[CH2:22][CH2:23]1)([CH3:17])([CH3:15])[CH3:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 54342093Ethyl 2-(6-Chloro-4-pyrimidinyl)acetateHCID 178445676HCID 178445676, compound

Product 1

HCID 178470706HCID 178470706, compound

Reagents, catalysts & solvents 1

HCID 22272177Toluene waterSolvent

Procedure

1.80 g (9 mmol) of ethyl (4-chloropyrimidin-6-yl)acetate, 1.40 g (9 mmol) of cis-4-tert-butylcyclohexylamine and 1.82 g (18 mmol) of triethylamine were heated at 80° to 90° C. for 8 hours. After cooling, the mixture was taken up in water/toluene and the organic phase was dried and concentrated. Purification was carried out by chromatography on silica gel (ethyl acetate) to give 1.85 g (64.4% of theory) of a colorless resin.

Workup

  1. temperatureAfter cooling
  2. customthe organic phase was dried
  3. concentrationconcentrated
  4. customPurification
  5. customto give 1.85 g (64.4% of theory) of a colorless resin

Sources & evidence

ORD record
ord-509f7d12c17d4098944e9d47c5456db0
Source dataset
uspto-grants-1998_12
Patent number
US05852023

Reaction notes

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