alpha-Bromo-o-chlorotoluene → HCID 71576249, compound

HRID 2179106Notes

Reaction equation

HRID 2179106 reaction equation
C(C1N=C(N2CCC(F)(F)C2)C2C(=NN(CC)N=2)N=1)(C)(C)C.[CH:23]([O:26][C:27]1[N:28]=[C:29]([N:36]2[CH2:40][CH2:39][C@H:38]([O:41]C(=O)C(F)(F)F)[CH2:37]2)[C:30]2[N:35]=[N:34][NH:33][C:31]=2[N:32]=1)([CH3:25])[CH3:24].Br[CH2:49][C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][C:51]=1[Cl:56]>>[Cl:56][C:51]1[CH:52]=[CH:53][CH:54]=[CH:55][C:50]=1[CH2:49][N:34]1[N:33]=[C:31]2[N:32]=[C:27]([O:26][CH:23]([CH3:24])[CH3:25])[N:28]=[C:29]([N:36]3[CH2:40][CH2:39][C@H:38]([OH:41])[CH2:37]3)[C:30]2=[N:35]1

Participants

4

Reactant 3

HCID 11905alpha-Bromo-o-chlorotolueneHCID 715763075-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-2-ethyl-2H-[1,2,3]triazolo[4,5-d]pyrimidineHCID 178458941HCID 178458941, compound

Product 1

HCID 71576249HCID 71576249, 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 Trifluoro-acetic acid (S)-1-(5-isopropoxy-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-pyrrolidin-3-yl ester and 1-(bromomethyl)-2-chlorobenzene. MS (m/e): 389.3 (MH+)

Sources & evidence

ORD record
ord-111c2d59236a41d4ad6bbcf6e73e4117
Source dataset
uspto-grants-2015_06
Patent number
US09067943B2

Reaction notes

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