Triethylamine → HCID 86728318, compound

HRID 2171334Notes

Reaction equation

HRID 2171334 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4](Cl)[N:3]=1.C(N(CC)CC)C.[NH2:17][C@@H:18]([CH3:21])[CH2:19][OH:20]>C(#N)C>[Cl:1][C:2]1[N:3]=[C:4]([NH:17][C@@H:18]([CH3:21])[CH2:19][OH:20])[CH:5]=[C:6]([Cl:8])[N:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 773782,4,6-TrichloropyrimidineHCID 80307L-Alaninol

Product 1

HCID 86728318HCID 86728318, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

To a solution of 2,4,6-trichloropyrimidine (4.70 g, 25.6 mmol) and triethylamine (7.78 g, 77.0 mmol) in acetonitrile (150 mL) was added a solution of (S)-2-aminopropan-1-ol (2.31 g, 30.7 mmol) in acetonitrile (150 mL) at 0° C. The reaction mixture was allowed to room temperature and stirred for 12 h, then filtered and concentrated. Purification via column chromatography (elutriant: petroleum ether/ethyl acetate=4/1) afforded the title product.

Workup

  1. customwas allowed to room temperature
  2. filtrationfiltered
  3. concentrationconcentrated
  4. customPurification via column chromatography (elutriant: petroleum ether/ethyl acetate=4/1)

Sources & evidence

ORD record
ord-6fb1f83b09a84cdebd735e869233b14d
Source dataset
uspto-grants-2015_06
Patent number
US09051325B2

Reaction notes

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