5-(chloromethyl)-1-cyclopropyl-1H-1,2,3,4-tetrazole → 5-tert-Butyl-3-(1-cyclopropyl-1H-tetrazol-5-ylmethyl)-7-(2-oxa-6-aza-spiro[3.3]hept-6-yl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine

HRID 2173633Notes

Reaction equation

HRID 2173633 reaction equation
[C:1]([C:5]1N=C(N2CCC(F)(F)C2)[C:8]2[N:13]=[N:12][N:11](CC)[C:9]=2[N:10]=1)([CH3:4])(C)C.[C:23]([C:27]1[N:28]=[C:29]([N:36]2[CH2:42][C:38]3([CH2:41][O:40][CH2:39]3)[CH2:37]2)[C:30]2[N:35]=[N:34][NH:33][C:31]=2[N:32]=1)([CH3:26])([CH3:25])[CH3:24].ClCC1N(C2CC2)N=NN=1>>[C:23]([C:27]1[N:28]=[C:29]([N:36]2[CH2:37][C:38]3([CH2:39][O:40][CH2:41]3)[CH2:42]2)[C:30]2[N:35]=[N:34][N:33]([CH2:8][C:9]3[N:10]([CH:5]4[CH2:1][CH2:4]4)[N:13]=[N:12][N:11]=3)[C:31]=2[N:32]=1)([CH3:26])([CH3:24])[CH3:25]

Participants

4

Reactant 3

HCID 255244995-(chloromethyl)-1-cyclopropyl-1H-1,2,3,4-tetrazoleHCID 715582055-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-3-ethyl-3H-[1,2,3]triazolo[4,5-d]pyrimidineHCID 178441781HCID 178441781, compound

Product 1

HCID 866833605-tert-Butyl-3-(1-cyclopropyl-1H-tetrazol-5-ylmethyl)-7-(2-oxa-6-aza-spiro[3.3]hept-6-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-(2-oxa-6-aza-spiro[3.3]hept-6-yl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine and 5-(chloromethyl)-1-cyclopropyl-1H-tetrazole and isolated as white solid. MS(m/e): 397.3 (MH+).

Workup

  1. customisolated as white solid

Sources & evidence

ORD record
ord-5753ec2011ed4f79ab6b2aa87e2b4bbb
Source dataset
uspto-grants-2015_06
Patent number
US09056866B2

Reaction notes

Loading…