Ethyl Acetate → HCID 66552232, compound

HRID 2043352Notes

Reaction equation

HRID 2043352 reaction equation
[CH3:1][N:2]([CH3:15])[S:3]([N:6]1[C:10](CNCC)=[CH:9][N:8]=[CH:7]1)(=[O:5])=[O:4].Cl[C:17]1[N:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][N:18]=1.[CH:25]([N:28](CC)[CH:29](C)C)(C)[CH3:26].C(OCC)(=O)C>C(O)(C)C>[CH3:15][N:2]([CH3:1])[S:3]([N:6]1[CH:10]=[C:9]([CH2:29][N:28]([CH2:25][CH3:26])[C:17]2[N:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][N:18]=2)[N:8]=[CH:7]1)(=[O:4])=[O:5]

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 81531DiisopropylethylamineHCID 5889352-Chloro-4-methoxypyrimidineHCID 66751381HCID 66751381, compound

Product 1

HCID 66552232HCID 66552232, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 5-ethylaminomethyl-imidazole-1-sulfonic acid dimethylamide (0.527 g, 2.25 mmol), 2-chloro-4-methoxy-pyrimidine (0.217 g; 1.5 mmol) and N,N-diisopropyl ethyl amine (0.51 ml, 3.0 mmol) in isopropanol (2 ml) was heated in a sealed vessel in a microwave oven for 20 min at 160° C. Ethyl acetate (20 ml) and silica gel (1 g) was added and the mixture was evaporated. The residue was purified by flash chromatography, column: Isolute® Flash-NH2 (Separtis); eluent: heptane/ethyl acetate=8:2) to yield a white solid, (0.265 g, 52%); MS (ISP): 341.0 ((M+H)+.).

Workup

  1. customthe mixture was evaporated
  2. customThe residue was purified by flash chromatography, column
  3. customeluent: heptane/ethyl acetate=8:2) to yield a white solid, (0.265 g, 52%)

Sources & evidence

ORD record
ord-5bce096498e649f8b1bfe1a59baa95c9
Source dataset
uspto-grants-2013_11
Patent number
US08586617B2

Reaction notes

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