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

HRID 400941Notes

Reaction equation

HRID 400941 reaction equation
C(C1N=C(N2CCC(F)(F)C2)C2N=NN(CC)C=2N=1)(C)(C)C.[C:23]([C:27]1[N:28]=[C:29]([N:36]2[CH2:40][C:39]([F:42])([F:41])[C:38]([F:44])([F:43])[CH2:37]2)[C:30]2[N:35]=[N:34][NH:33][C:31]=2[N:32]=1)([CH3:26])([CH3:25])[CH3:24].Cl.Cl[CH2:47][C:48]1[N:52]([CH3:53])[C:51]([CH3:54])=[N:50][N:49]=1>>[C:23]([C:27]1[N:28]=[C:29]([N:36]2[CH2:40][C:39]([F:41])([F:42])[C:38]([F:43])([F:44])[CH2:37]2)[C:30]2[N:35]=[N:34][N:33]([CH2:47][C:48]3[N:52]([CH3:53])[C:51]([CH3:54])=[N:50][N:49]=3)[C:31]=2[N:32]=1)([CH3:26])([CH3:24])[CH3:25]

Participants

4

Reactant 3

HCID 438108093-(chloromethyl)-4,5-dimethyl-4H-1,2,4-triazole hydrochlorideHCID 715582055-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-3-ethyl-3H-[1,2,3]triazolo[4,5-d]pyrimidineHCID 178441794HCID 178441794, compound

Product 1

HCID 866833515-tert-Butyl-3-(4,5-dimethyl-4H-[1,2,4]triazol-3-ylmethyl)-7-(3,3,4,4-tetrafluoro-pyrrolidin-1-yl)-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-(3,3,4,4-tetrafluoro-pyrrolidin-1-yl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine and 3-(chloromethyl)-4,5-dimethyl-4H-1,2,4-triazole hydrochloride and isolated as white solid. MS (m/e): 428.3 (MH+).

Workup

  1. customisolated as white solid

Sources & evidence

ORD record
ord-ca71353d523646dda625711d8a0e5ce4
Source dataset
uspto-grants-2014_06
Patent number
US08741906B2

Reaction notes

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