Triethylamine → HCID 58934006, compound

HRID 854338Notes

Reaction equation

HRID 854338 reaction equation
Cl.[C:2]([O:6][C:7](=[O:14])[CH:8]([NH2:13])[CH2:9][CH:10]([CH3:12])[CH3:11])([CH3:5])([CH3:4])[CH3:3].[S:15]1[CH:19]=[CH:18][N:17]=[C:16]1[CH:20]=O.C(N(CC)CC)C>ClCCl>[S:15]1[CH:19]=[CH:18][N:17]=[C:16]1[CH:20]=[N:13][CH:8]([CH2:9][CH:10]([CH3:11])[CH3:12])[C:7]([O:6][C:2]([CH3:3])([CH3:5])[CH3:4])=[O:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27349031,3-Thiazole-2-carbaldehydeHCID 18326953HCID 18326953, compound

Product 1

HCID 58934006HCID 58934006, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A stirred mixture of 2-amino-4-methyl-pentanoic acid tert-butyl ester, hydrochloride (5.00 g, 22.34 mmol), 1,3-thiazole-2-carboxaldehyde (2.53 g, 22.34 mmol) and triethylamine (3.1 mL, 22.3 mmol) in dichloromethane (60 mL) was heated under reflux under nitrogen for 19 hours. The reaction mixture was allowed to cool to room temperature, washed twice with water, dried over Na2SO4 and evaporated to give the title compound as an oil.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux under nitrogen for 19 hours
  3. washwashed twice with water
  4. dry with materialdried over Na2SO4
  5. customevaporated

Sources & evidence

ORD record
ord-b55a2bd0459941a1a0a0ca7b6f6c2c0b
Source dataset
uspto-grants-2007_08
Patent number
US07259163B2

Reaction notes

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