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(6-METHYL-[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-2-YL)METHANOL synthesis

2synthesis methods
27277-03-8 Synthesis
(5-Amino-1H-[1,2,4]triazol-3-yl)-methanol

27277-03-8
37 suppliers
$59.00/100mg

42588-57-8 Synthesis
3-ETHOXYMETHACROLEIN

42588-57-8
41 suppliers
$45.00/100mg

(6-METHYL-[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-2-YL)METHANOL

749929-25-7
4 suppliers
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Yield:749929-25-7 92%

Reaction Conditions:

in acetic acid at 80; for 4 h;

Steps:

A.108.1 Step 1: Preparation of (6-methyl [1, 2, 4] TRIAZOLO [1, 5-A] PYRIMIDIN-2-YL) METHANOL

To a solution of (3-AMINO-1H-1, 2, 4-triazol-5-yl) methanol (16.6 g, 87.6 mmol) in acetic cid was added 3-ethoxymethacrolein (10.0 g, 87.6 MMOL), and the mixture was heated to 80 C for 4 hours. Upon cooling of the reaction, the product crystallized out of solution. The collected product was a white solid (14.0 g, 92%). H NMR (300 MHz, DMSO-D6) O : 2.38 (m, 3 H) 4.63 (m, 2 H) 5.52 (m, 1 H) 8.75 (m, 1 H) 9.21 (m, 1 H). MS (APCI, M+H+) : 163.1, 165. 1.

References:

WO2004/74270,2004,A2 Location in patent:Page 138