1-(Bromomethyl)-2-(trifluoromethyl)benzene → tert-Butyl-[7-(3,3-difluoro-pyrrolidin-1-yl)-2-(2-trifluoromethyl-benzyl)-2H-[1,2,3]triazolo[4,5-d]pyrimidin-5-yl]-amine

HRID 2179112Notes

Reaction equation

HRID 2179112 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].Br[CH2:45][C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][C:47]=1[C:52]([F:55])([F:54])[F:53]>>[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]([CH2:45][C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][C:47]=3[C:52]([F:53])([F:54])[F:55])[N:36]=2)[N:33]=1)([CH3:26])([CH3:24])[CH3:25]

Participants

4

Reactant 3

HCID 1230571-(Bromomethyl)-2-(trifluoromethyl)benzeneHCID 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 89586432tert-Butyl-[7-(3,3-difluoro-pyrrolidin-1-yl)-2-(2-trifluoromethyl-benzyl)-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 1-(bromomethyl)-2-(trifluoromethyl)benzene. MS (m/e): 456.4 (MH+).

Sources & evidence

ORD record
ord-a9ef07de148b40a4b1400644daedb186
Source dataset
uspto-grants-2015_06
Patent number
US09067943B2

Reaction notes

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