Trimethylsilylacetylene → 2-tert-Butyl-6-trimethylsilanylethynyl-[1,2,4]triazolo[1,5-a]pyrimidine

HRID 1426243Notes

Reaction equation

Br[C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[N:10]=2)[CH:7]=1.[C:15]([Si:17]([CH3:20])([CH3:19])[CH3:18])#[CH:16]>>[C:11]([C:9]1[N:10]=[C:5]2[N:4]=[CH:3][C:2]([C:16]#[C:15][Si:17]([CH3:20])([CH3:19])[CH3:18])=[CH:7][N:6]2[N:8]=1)([CH3:14])([CH3:13])[CH3:12]

Participants

Reactant 2

HCID 66111Trimethylsilylacetylene

HCID 583167046-Bromo-2-tert-butyl-[1,2,4]triazolo[1,5-a]pyrimidine

Product 1

HCID 583166982-tert-Butyl-6-trimethylsilanylethynyl-[1,2,4]triazolo[1,5-a]pyrimidine

Procedure

The title compound, a light yellow solid, MS: m/e=273.3 (M+H+), can be prepared in accordance with the general method of example 1 from 6-bromo-2-tert-butyl-[1,2,4]triazolo[1,5-a]pyrimidine (example 42, step 1) and ethynyl-trimethyl-silane.

Sources & evidence

ORD record: ord-59fead143d504072a694d1c25864f953
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08933094B2

Reaction notes

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