Pyridine → HCID 90408277, compound

HRID 2277544Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][N:10]1[CH:14]=[C:13]([C:15]2[CH:20]=[C:19]([C:21]([NH2:23])=O)[CH:18]=[CH:17][N:16]=2)[N:12]=[CH:11]1.N1C=CC=CC=1.C(OC(C(F)(F)F)=O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][N:10]1[CH:14]=[C:13]([C:15]2[CH:20]=[C:19]([C:21]#[N:23])[CH:18]=[CH:17][N:16]=2)[N:12]=[CH:11]1

Participants

Conditions

Temperature: 0 °C

Procedure

To a solution of 2-[1-[2-(2-chlorophenyl)ethyl]imidazol-4-yl]pyridine-4-carboxamide (1 eq) and pyridine (3 eq) in DCM was added TFAA (2 eq) slowly at 0° C., then the mixture was stirred for 2 hr at 0° C., the solution was washed by H2O, NaHCO3 and brine. The collected organic fractions were concentrated and purified by FCC (PE/EA=1/4) to give the title compound (53%). [M+H] Calc'd for C17H13ClN4, 309. Found, 309.

Workup

washthe solution was washed by H2O, NaHCO3 and brine
concentrationThe collected organic fractions were concentrated
custompurified by FCC (PE/EA=1/4)

Sources & evidence

ORD record: ord-cd89062d06244277852d0e9edd83a579
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09133166B2

Reaction notes

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