Water → HCID 86723553, compound

HRID 628976Notes

Reaction equation

HRID 628976 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:11]([O:12][CH2:13][CH3:14])=[C:10](Cl)[N:9]=[C:8]([Cl:16])[N:7]=1)=[O:5])[CH3:2].[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1.O>C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4]([C:6]1[C:11]([O:12][CH2:13][CH3:14])=[C:10]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[N:9]=[C:8]([Cl:16])[N:7]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 8083MorpholineHCID 86723554HCID 86723554, compound

Product 1

HCID 86723553HCID 86723553, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

2,6-dichloro-5-ethoxy-pyrimidine-4-carboxylic acid ethyl ester (2 g, 1 eq.) was stirred in toluene (80 ml) and a solution of morpholine (0.73 ml, 1.1 eq.) in toluene (20 ml) was added dropwise in about 10 minutes at −10˜0° C., after stirring the resulting solution for 3 h at r.t. Water was added and extracted with EA. The combined organic layers were washed with brine, dried and evaporated in vacuo. Purification by flash chromatography gave a product (1.79 g, 75%).

Workup

  1. extractionextracted with EA
  2. washThe combined organic layers were washed with brine
  3. customdried
  4. customevaporated in vacuo
  5. customPurification by flash chromatography

Sources & evidence

ORD record
ord-6063793e8fc4471eb6eda30e74e451d3
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

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