Uracil → Benzyl chloromethyl ether

Reaction equation

CO[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1OC)NC(=O)N[C:6]2=[O:16].N1C=CC(=O)NC1=O.C[Si](C)(C)CCO[CH2:30][Cl:31]>>[CH2:6]([O:16][CH2:30][Cl:31])[C:5]1[CH:4]=[CH:3][CH:12]=[CH:11][CH:10]=1

Participants

Reactant 3

HCID 1174Uracil

HCID 1200816,7-Dimethoxy-2,4(1H,3H)-quinazolinedione

HCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl ether

Product 1

HCID 137983Benzyl chloromethyl ether

Procedure

In a similar manner to the procedures described in Reference Example 3, reactions were carried out using 6,7-dimethoxyquinazoline-2,4-dione, instead of pyrimidine-2,4-dione, and using 2-(trimethylsilyl)ethoxymethyl chloride, instead of benzyloxymethyl chloride, to give the title compound (yield 93%) as a white powder.

Sources & evidence

ORD record: ord-6f3d8ae2b58a41a286cadb71d0f9d0b8
Source dataset: uspto-grants-2004_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06673804B1

Reaction notes

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