3-Methyl-3-oxetanemethanol → 2-(3-Methyl-oxetan-3-ylmethoxy)-5-phenylethynyl-pyrimidine

HRID 1020177Notes

Reaction equation

HRID 1020177 reaction equation
CS([C:5]1[N:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:7][N:6]=1)(=O)=O.[CH3:19][C:20]1([CH2:24][OH:25])[CH2:23][O:22][CH2:21]1>>[CH3:19][C:20]1([CH2:24][O:25][C:5]2[N:10]=[CH:9][C:8]([C:11]#[C:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:7][N:6]=2)[CH2:23][O:22][CH2:21]1

Participants

3

Reactant 2

HCID 1378373-Methyl-3-oxetanemethanolHCID 575167582-Methanesulfonyl-5-phenylethynyl-pyrimidine

Product 1

HCID 529172642-(3-Methyl-oxetan-3-ylmethoxy)-5-phenylethynyl-pyrimidine

Procedure

The title compound, yellow solid, MS: m/e=281.1 (M+H+), can be prepared in accordance with the general method of example 1, step 3 from 2-methanesulfonyl-5-phenylethynyl-pyrimidine (example 1, step 2) and (3-methyl-oxetan-3-yl)-methanol by using Cs2CO3 as base and dioxane as solvent for 16 hours at 100° C.

Sources & evidence

ORD record
ord-1ea5a56d6a7f4847b8dc7c538d6aaafb
Source dataset
uspto-grants-2014_05
Patent number
US08716316B2

Reaction notes

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