3-(2-Bromoethyl)pyridine hydrobromide → 5-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-2-(2-pyridin-3-yl-ethyl)-2H-[1,2,3]triazolo[4,5-d]pyrimidine

HRID 2179048Notes

Reaction equation

HRID 2179048 reaction equation
[C:1]([C:5]1[N:6]=[C:7]([N:16]2[CH2:20][CH2:19][C:18]([F:22])([F:21])[CH2:17]2)[C:8]2[C:9](=[N:11][N:12]([CH2:14][CH3:15])[N:13]=2)[N:10]=1)([CH3:4])([CH3:3])[CH3:2].C(C1N=[C:29]([N:36]2[CH2:40][CH2:39][C:38](F)(F)[CH2:37]2)C2N=NNC=2N=1)(C)(C)C.Br.BrCCC1C=NC=CC=1>>[C:1]([C:5]1[N:6]=[C:7]([N:16]2[CH2:20][CH2:19][C:18]([F:21])([F:22])[CH2:17]2)[C:8]2[C:9](=[N:11][N:12]([CH2:14][CH2:15][C:39]3[CH:40]=[N:36][CH:29]=[CH:37][CH:38]=3)[N:13]=2)[N:10]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 3

HCID 202046813-(2-Bromoethyl)pyridine hydrobromideHCID 715763075-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-2-ethyl-2H-[1,2,3]triazolo[4,5-d]pyrimidineHCID 178441789HCID 178441789, compound

Product 1

HCID 715758515-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-2-(2-pyridin-3-yl-ethyl)-2H-[1,2,3]triazolo[4,5-d]pyrimidine

Procedure

In analogy to the procedure described for the synthesis of 5-tert-butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-2-ethyl-2H-[1,2,3]triazolo[4,5-d]pyrimidine (example 3, step b), the title compound was prepared from 5-tert-butyl-7-(3,3-difluoropyrrolidin-1-yl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine and 3-(2-bromoethyl)pyridine hydrobromide and isolated as light yellow gum. MS (m/e): 388.3 (MH+).

Workup

  1. customisolated as light yellow gum

Sources & evidence

ORD record
ord-6016c40a4b9e4fd5b321a7c63307e89b
Source dataset
uspto-grants-2015_06
Patent number
US09067943B2

Reaction notes

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