3-Bromothietane 1,1-dioxide → 5-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-3-(1,1-dioxo-1lambda6-thietan-3-yl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine

HRID 2173597Notes

Reaction equation

HRID 2173597 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)C2N=NNC=2N=1)(C)(C)C.BrC1C[S:46](=[O:49])(=[O:48])[CH2:45]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]([CH:14]3[CH2:45][S:46](=[O:49])(=[O:48])[CH2:15]3)[C:9]=2[N:10]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 3

HCID 3025393-Bromothietane 1,1-dioxideHCID 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 866833245-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-3-(1,1-dioxo-1lambda6-thietan-3-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-difluoropyrrolidin-1-yl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine and 3-bromo-thietane 1,1-dioxide and isolated as white solid. MS(m/e): 387.3 (MH+).

Workup

  1. customisolated as white solid

Sources & evidence

ORD record
ord-cc824bfcbb684b36b6b0bca19b40deca
Source dataset
uspto-grants-2015_06
Patent number
US09056866B2

Reaction notes

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