Triethylamine → HCID 67063346, compound

HRID 601138Notes

Reaction equation

HRID 601138 reaction equation
Cl[C:2]1[C:7]([C:8]([O:10][CH2:11]C)=[O:9])=[CH:6][N:5]=[C:4]([S:13][CH3:14])[N:3]=1.[NH2:15][CH2:16][CH:17]([CH2:20][CH3:21])[CH2:18][CH3:19].C(N(CC)CC)C>>[CH2:18]([CH:17]([CH2:20][CH3:21])[CH2:16][NH:15][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][N:5]=[C:4]([S:13][CH3:14])[N:3]=1)[CH3:19]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 120492-Ethyl butylamineHCID 800084-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl ester

Product 1

HCID 67063346HCID 67063346, compoundYield 102.6%

Procedure

Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate (0.40 g, 1.72 mmol) was reacted with 1-amino-2-ethyl butane (0.175 g, 1.72 mmol) and triethylamine (0.60 mL, 4.32 mmol) at ambient temperature for 18 hours. The reaction was partitioned between water and dichloromethane. The organic layer was dried over sodium sulfate, filtered, and the concentrated to give the title compound (0.50 g, 98%).

Workup

  1. customThe reaction was partitioned between water and dichloromethane
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationthe concentrated

Sources & evidence

ORD record
ord-bd68a7ab35464e14a60e12d05f286029
Source dataset
uspto-grants-2011_03
Patent number
US07902203B2

Reaction notes

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