1-(Bromomethyl)-2-chloro-4-fluorobenzene → 5-tert-Butyl-2-(2-chloro-4-fluoro-benzyl)-7-morpholin-4-yl-2H-[1,2,3]triazolo[4,5-d]pyrimidine

HRID 2178993Notes

Reaction equation

HRID 2178993 reaction equation
[C:1]([C:5]1[N:6]=[C:7]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[C:8]2[C:9](=[N:11][N:12]([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[Cl:21])[N:13]=2)[N:10]=1)([CH3:4])([CH3:3])[CH3:2].C(C1N=C(N2CCOCC2)C2N=NNC=2N=1)(C)(C)C.BrCC1C=CC([F:55])=CC=1Cl>>[C:1]([C:5]1[N:6]=[C:7]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[C:8]2[C:9](=[N:11][N:12]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([F:55])=[CH:17][C:16]=3[Cl:21])[N:13]=2)[N:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 27250621-(Bromomethyl)-2-chloro-4-fluorobenzeneHCID 715763055-tert-Butyl-2-(2-chloro-benzyl)-7-morpholin-4-yl-2H-[1,2,3]triazolo[4,5-d]pyrimidineHCID 178441796HCID 178441796, compound

Product 1

HCID 715763065-tert-Butyl-2-(2-chloro-4-fluoro-benzyl)-7-morpholin-4-yl-2H-[1,2,3]triazolo[4,5-d]pyrimidine

Procedure

In analogy to the procedure described for the synthesis of 5-tert-butyl-2-(2-chloro-benzyl)-7-morpholin-4-yl-2H-[1,2,3]triazolo[4,5-d]pyrimidine (example 1, step d), the title compound was prepared from 5-tert-butyl-7-morpholin-4-yl-3H-[1,2,3]triazolo[4,5-d]pyrimidine and 1-(bromomethyl)-2-chloro-4-fluorobenzene and isolated as white solid (5.1 mg, 30%). MS (m/e): 405.4 (MH+).

Sources & evidence

ORD record
ord-2e294c68a68b4646bc656f15003fb990
Source dataset
uspto-grants-2015_06
Patent number
US09067943B2

Reaction notes

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