5-Chloropyrimidin-2-ol hydrochloride → 1-(3-Trifluoromethylbenzyloxy)methyl-5-chloropyrimidin-2-one

HRID 1719241Notes

Reaction equation

HRID 1719241 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[CH2:6][O:7][CH2:8]Cl.Cl.[Cl:16][C:17]1[CH:18]=[N:19][C:20](=[O:23])[NH:21][CH:22]=1>>[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[CH2:6][O:7][CH2:8][N:21]1[CH:22]=[C:17]([Cl:16])[CH:18]=[N:19][C:20]1=[O:23]

Participants

3

Reactant 2

HCID 126485235-Chloropyrimidin-2-ol hydrochlorideHCID 131405841-((Chloromethoxy)methyl)-3-(trifluoromethyl)benzene

Product 1

HCID 156504941-(3-Trifluoromethylbenzyloxy)methyl-5-chloropyrimidin-2-one

Procedure

was prepared as described in Example 3 from chloromethyl 3-trifluoromethyl-benzyl ether (see Preparation 6a and 6b) (10 mmol) and 5-chloropyrimidin-2-one hydrochloride (10 mmol) in 52%. (1.66 g) yield, m.p. 95° C. 1H NMR (CDCl3): δ4.77 (CH2Ph), 5.42 (CH2O), 7.3-7.7 (Ph), 7.82 and 8.55 (H-4, H-6, J 4 Hz). IR(KBr): 1660 cm-1 (CO).

Workup

  1. customwas prepared
  2. custom(1.66 g) yield

Sources & evidence

ORD record
ord-0a7893dac825424a8848780db6244df1
Source dataset
uspto-grants-1985_09
Patent number
US04539324

Reaction notes

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