HCID 178418546, compound → HCID 178434593, compound

HRID 1664193Notes

Reaction equation

HRID 1664193 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]1[NH:13][N:12]=[C:11]([CH3:14])[N:10]=1.[Cu][C:16]#[N:17]>>[F:8][C:5]1[CH:6]=[CH:7][C:2]([C:16]#[N:17])=[C:3]([C:9]2[NH:13][N:12]=[C:11]([CH3:14])[N:10]=2)[CH:4]=1

Participants

3

Reactant 2

HCID 178418546HCID 178418546, compoundHCID 178434592HCID 178434592, compound

Product 1

HCID 178434593HCID 178434593, compoundYield 26%

Procedure

5-(2-Bromo-5-fluorophenyl)-3-methyl-1H-1,2,4-triazole (4.00 g, 15.6 mmol) was treated with copper (I) cyanide as described in the procedure for intermediate 150 to give 0.83 g (26% yield) of the title material as a white solid. 1HNMR 400 MHz (CDCl3) δ (ppm): 2.66 (3H, s, CH3), 7.21-7.25 (1H, m, aromatic), 7.84 (1H, dd, J=5.6 Hz and J=8.6 Hz, aromatic), 8.10 (1H, dd, J=2.8 Hz and J=9.3 Hz, aromatic). HRMS (ESI+) calculated for C10H8FN4 [M+H+]: 203.0733; found: 203.0743.

Sources & evidence

ORD record
ord-c99c74ac4ea4407f8af516dd8140ae31
Source dataset
uspto-grants-2011_10
Patent number
US08039458B2

Reaction notes

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