3-(Iodomethyl)-3-methyloxetane → 5-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-2-(3-methyl-oxetan-3-ylmethyl)-2H-[1,2,3]triazolo[4,5-d]pyrimidine

HRID 2179041Notes

Reaction equation

HRID 2179041 reaction equation
C(C1N=C(N2CCC(F)(F)C2)C2C(=NN(CC)N=2)N=1)(C)(C)C.[C:23]([C:27]1[N:28]=[C:29]([N:36]2[CH2:40][CH2:39][C:38]([F:42])([F:41])[CH2:37]2)[C:30]2[N:35]=[N:34][NH:33][C:31]=2[N:32]=1)([CH3:26])([CH3:25])[CH3:24].I[CH2:44][C:45]1([CH3:49])[CH2:48][O:47][CH2:46]1>>[C:23]([C:27]1[N:28]=[C:29]([N:36]2[CH2:40][CH2:39][C:38]([F:41])([F:42])[CH2:37]2)[C:30]2[C:31](=[N:33][N:34]([CH2:44][C:45]3([CH3:49])[CH2:48][O:47][CH2:46]3)[N:35]=2)[N:32]=1)([CH3:26])([CH3:24])[CH3:25]

Participants

4

Reactant 3

HCID 137783443-(Iodomethyl)-3-methyloxetaneHCID 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 715757965-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-2-(3-methyl-oxetan-3-ylmethyl)-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-(iodomethyl)-3-methyloxetane and isolated as white solid. MS (m/e): 367.3 (MH+).

Workup

  1. customisolated as white solid

Sources & evidence

ORD record
ord-24720d18301a461f9c58482fe0470f64
Source dataset
uspto-grants-2015_06
Patent number
US09067943B2

Reaction notes

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