3-Chloro-2-(chloromethyl)pyridine → tert-Butyl-[2-(3-chloro-pyridin-2-ylmethyl)-7-(3,3-difluoro-pyrrolidin-1-yl)-2H-[1,2,3]triazolo[4,5-d]pyrimidin-5-yl]-amine

HRID 2179114Notes

Reaction equation

HRID 2179114 reaction equation
C(C1N=C(N2CCC(F)(F)C2)C2C(=NN(CC)N=2)N=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].[Cl:44][C:45]1[C:46]([CH2:51]Cl)=[N:47][CH:48]=[CH:49][CH:50]=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]([CH2:51][C:46]3[C:45]([Cl:44])=[CH:50][CH:49]=[CH:48][N:47]=3)[N:36]=2)[N:33]=1)([CH3:26])([CH3:24])[CH3:25]

Participants

4

Reactant 3

HCID 145171573-Chloro-2-(chloromethyl)pyridineHCID 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 89586735tert-Butyl-[2-(3-chloro-pyridin-2-ylmethyl)-7-(3,3-difluoro-pyrrolidin-1-yl)-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 3-chloro-2-(chloromethyl)pyridine. MS (m/e): 423.3 (MH+).

Sources & evidence

ORD record
ord-c9f0125b08b34ff5b87e1f822d612a35
Source dataset
uspto-grants-2015_06
Patent number
US09067943B2

Reaction notes

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