Hydrochloric Acid → HCID 14421320, compound

HRID 620158Notes

Reaction equation

HRID 620158 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH3:7][O:8][CH2:9][C:10]1[N:15]=[C:14](Cl)[CH:13]=[CH:12][N:11]=1.O.Cl>O1CCCC1>[CH3:7][O:8][CH2:9][C:10]1[N:15]=[C:14]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[CH:13]=[CH:12][N:11]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8083MorpholineHCID 14306130105950-89-8

Product 1

HCID 14421320HCID 14421320, compoundYield 53.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of morpholine (12.67 g) and 2-methoxymethyl-4-chloropyrimidine (7.69 g) in tetrahydrofuran (100 ml) was heated under reflux for 1 hour. On cooling, the mixture was treated with water (100 ml), the pH adjusted to 8 (conc HCl) and extracted with chloroform. After drying (K2CO3) the extracts were stripped, and the residue purified by chromatography (silica gel, CHCl3 /methanol) to give 2-methoxymethyl-4-morpholinopyrimidine (5.4 g) as an oil.

Workup

  1. temperatureunder reflux for 1 hour
  2. temperatureOn cooling
  3. extractionextracted with chloroform
  4. dry with materialAfter drying (K2CO3) the extracts
  5. customthe residue purified by chromatography (silica gel, CHCl3 /methanol)

Sources & evidence

ORD record
ord-557e5b3b3a4540e996d65aefa68d1f5b
Source dataset
uspto-grants-1989_04
Patent number
US04820708

Reaction notes

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