Bromomethyl 4-methoxyphenyl ketone → HCID 12795540, compound

HRID 980171Notes

Reaction equation

HRID 980171 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[N:5][C:6](=[O:9])[NH:7][CH:8]=1.[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([CH2:20]Br)=[O:19])=[CH:14][CH:13]=1.C(N(CC)CC)C>C(O)C>[Cl:2][C:3]1[CH:4]=[N:5][C:6](=[O:9])[N:7]([CH2:20][C:18]([C:15]2[CH:16]=[CH:17][C:12]([O:11][CH3:10])=[CH:13][CH:14]=2)=[O:19])[CH:8]=1

Participants

5

Reactant 3

HCID 4965Bromomethyl 4-methoxyphenyl ketoneHCID 8471TriethylamineHCID 126485235-Chloropyrimidin-2-ol hydrochloride

Product 1

HCID 12795540HCID 12795540, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 5-chloropyrimidin-2-one hydrochloride (502 mg), α-bromo-4-methoxyacetophenone (687 mg), triethylamine (1 ml) and ethanol (20 ml) was stirred at ambient temperature for 2 hours, during which the suspension formed a solution from which a solid crystallised out. The solid was crystallised from acetone to give the title pyrimidinone: yield. 449 mg; m.p. 212°-214° C.: λmaxEtOH 222.5 nm (ε 19850), 277 nm (ε 18000), 330 nm (ε 3725).

Workup

  1. customformed a solution from which a solid
  2. customcrystallised out
  3. customThe solid was crystallised from acetone

Sources & evidence

ORD record
ord-69281ac0830a4d729eb72f07ae8a88e6
Source dataset
uspto-grants-1987_01
Patent number
US04636509

Reaction notes

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