5-(chloromethyl)-1-methyl-1H-1,2,3,4-tetrazole → tert-Butyl-[7-(3,3-difluoro-pyrrolidin-1-yl)-2-(1-methyl-1H-tetrazol-5-ylmethyl)-2H-[1,2,3]triazolo[4,5-d]pyrimidin-5-yl]-amine

HRID 2179115Notes

Reaction equation

HRID 2179115 reaction equation
C([C:5]1N=C(N2CCC(F)(F)C2)[C:8]2[C:9](=[N:11][N:12](CC)[N:13]=2)[N:10]=1)(C)(C)C.[C:23]([NH:27][C:28]1[N:29]=[C:30]([N:37]2[CH2:41][CH2:40][C:39]([F:43])([F:42])[CH2:38]2)[C:31]2[N:36]=[N:35][NH:34][C:32]=2[N:33]=1)([CH3:26])([CH3:25])[CH3:24].ClCC1N(C)N=NN=1>>[C:23]([NH:27][C:28]1[N:29]=[C:30]([N:37]2[CH2:41][CH2:40][C:39]([F:42])([F:43])[CH2:38]2)[C:31]2[C:32](=[N:34][N:35]([CH2:8][C:9]3[N:10]([CH3:5])[N:13]=[N:12][N:11]=3)[N:36]=2)[N:33]=1)([CH3:26])([CH3:24])[CH3:25]

Participants

4

Reactant 3

HCID 122050865-(chloromethyl)-1-methyl-1H-1,2,3,4-tetrazoleHCID 715763075-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-2-ethyl-2H-[1,2,3]triazolo[4,5-d]pyrimidineHCID 178448870HCID 178448870, compound

Product 1

HCID 89586405tert-Butyl-[7-(3,3-difluoro-pyrrolidin-1-yl)-2-(1-methyl-1H-tetrazol-5-ylmethyl)-2H-[1,2,3]triazolo[4,5-d]pyrimidin-5-yl]-amine

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 tert-Butyl-[7-(3,3-difluoro-pyrrolidin-1-yl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-5-yl]-amine and 5-(chloromethyl)-1-methyl-1H-tetrazole. MS (m/e): 394.4 (MH+).

Sources & evidence

ORD record
ord-d3d46f3cbd6b4a95a2821570ec69b590
Source dataset
uspto-grants-2015_06
Patent number
US09067943B2

Reaction notes

Loading…