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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 400977Generated: October 26, 2026

5-tert-Butyl-3-(2-chloro-benzyl)-7-morpholin-4-yl-3H-[1,2,3]triazolo[4,5-d]pyrimidine → HCID 86683386, compound

https://huagongshe.com/reaction/400977

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-tert-Butyl-3-(2-chloro-benzyl)-7-morpholin-4-yl-3H-[1,2,3]triazolo[4,5-d]pyrimidineHCID 1433953—
Reactant(R)-3-PyrrolidinolHCID 2759337—
Reactant5-(chloromethyl)-1-methyl-1H-1,2,3,4-tetrazoleHCID 12205086—
Reactant5-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-3-ethyl-3H-[1,2,3]triazolo[4,5-d]pyrimidineHCID 71558205—
Reactant3-Benzyl-5-tert-butyl-7-chloro-triazolo[4,5-d]pyrimidineHCID 86683385—
ReactantHCID 86683387HCID 86683387—
ReactantHCID 178441790HCID 178441790—
CatalystPalladiumHCID 23938—
ProductHCID 86683386HCID 86683386—

Reaction Steps

In analogy to the procedure described for the synthesis of 5-tert-butyl-3-(2-chlorobenzyl)-7-morpholin-4-yl-3H-[1,2,3]triazolo[4,5-d]pyrimidine (example 1, step c), the title compound was prepared from 3-benzyl-5-tert-butyl-7-chloro-triazolo[4,5-d]pyrimidine and (R)-pyrrolidin-3-ol and isolated as white foam. MS (m/e): 352.4 (MH+). b)(R)-1-(5-tert-butyl-3-((1-methyl-1H-tetrazol-5-yl)methyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)pyrrolidin-3-ol (R)-1-(3-Benzyl-5-tert-butyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-pyrrolidin-3-ol was hydrogenated over Pd/C and the resulting (R)-1-(5-tert-Butyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-pyrrolidin-3-ol was reacted in analogy to the procedure described for the synthesis of 5-tert-butyl-7-(3,3-difluoropyrrolidin-1-yl)-3-ethyl-3H-[1,2,3]triazolo[4,5-d]pyrimidine (example 61), with 5-(chloromethyl)-1-methyl-1H-tetrazole and isolated as white solid. MS (m/e): 359.2 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741906B2
Source datasetuspto-grants-2014_06
ORD IDord-69a0245d45814db391d0d791eec2956c
Source noteuspto-grants-2014_06