2-(Chloromethyl)-5-methyl-1,3,4-oxadiazole → HCID 71576184, compound

HRID 2179092Notes

Reaction equation

HRID 2179092 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][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[CH2:46][C:47]1[O:48][C:49]([CH3:52])=[N:50][N:51]=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[C:31](=[N:33][N:34]([CH2:46][C:47]3[O:48][C:49]([CH3:52])=[N:50][N:51]=3)[N:35]=2)[N:32]=1)([CH3:26])([CH3:24])[CH3:25]

Participants

4

Reactant 3

HCID 38266202-(Chloromethyl)-5-methyl-1,3,4-oxadiazoleHCID 715763075-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-2-ethyl-2H-[1,2,3]triazolo[4,5-d]pyrimidineHCID 178441794HCID 178441794, compound

Product 1

HCID 71576184HCID 71576184, compound

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-(3,3,4,4-tetrafluoro-pyrrolidin-1-yl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine and 2-(chloromethyl)-5-methyl-1,3,4-oxadiazole and isolated as white solid. MS (m/e): 415.3 (MH+).

Workup

  1. customisolated as white solid

Sources & evidence

ORD record
ord-5cf82af7eea446d983f5c3e4e6e7eecc
Source dataset
uspto-grants-2015_06
Patent number
US09067943B2

Reaction notes

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