5-(chloromethyl)-1-methyl-1H-1,2,3-triazole hydrochloride → 5-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-3-(3-methyl-3H-[1,2,3]triazol-4-ylmethyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine

HRID 2173612Notes

Reaction equation

HRID 2173612 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[N:13]=[N:12][N:11]([CH2:14][CH3:15])[C:9]=2[N:10]=1)([CH3:4])([CH3:3])[CH3:2].C(C1N=C(N2CCC(F)(F)C2)[C:30]2[N:35]=[N:34][NH:33][C:31]=2N=1)(C)(C)C.Cl.ClCC1N(C)N=NC=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[N:13]=[N:12][N:11]([CH2:14][C:15]3[N:35]([CH3:30])[N:34]=[N:33][CH:31]=3)[C:9]=2[N:10]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 3

HCID 230031785-(chloromethyl)-1-methyl-1H-1,2,3-triazole hydrochlorideHCID 715582055-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-3-ethyl-3H-[1,2,3]triazolo[4,5-d]pyrimidineHCID 178441789HCID 178441789, compound

Product 1

HCID 866833375-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-3-(3-methyl-3H-[1,2,3]triazol-4-ylmethyl)-3H-[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-difluoropyrrolidin-1-yl)-3-ethyl-3H-[1,2,3]triazolo[4,5-d]pyrimidine (example 61), 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 5-(chloromethyl)-1-methyl-1H-1,2,3-triazole hydrochloride and isolated as light-yellow gum. MS(m/e): 378.3 (MH+).

Workup

  1. customisolated as light-yellow gum

Sources & evidence

ORD record
ord-14d21c58273d45ada9f9da1b0c26f28a
Source dataset
uspto-grants-2015_06
Patent number
US09056866B2

Reaction notes

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