Ethyl 4-cyanopyridine-2-carboxylate → HCID 178510203, compound

HRID 1829873Notes

Reaction equation

HRID 1829873 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)([NH2:11])[CH2:9][NH2:10])=[CH:4][CH:3]=1.[C:19]([C:21]1[CH:26]=[CH:25][N:24]=[C:23]([C:27](OCC)=O)[CH:22]=1)#[N:20]>>[C:19]([C:21]1[CH:26]=[CH:25][N:24]=[C:23]([C:27]2[NH:10][CH2:9][C:8]([C:12]3[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=3)([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[N:11]=2)[CH:22]=1)#[N:20]

Participants

3

Reactant 2

HCID 13481487Ethyl 4-cyanopyridine-2-carboxylateHCID 22054788HCID 22054788, compound

Product 1

HCID 178510203HCID 178510203, compoundYield 53%

Conditions

Temperature
180 °C

Procedure

The mixture of 1,1-bis(4-fluorophenyl)-1,2-ethanediamine(153 mg) and 4-cyano-2-ethoxycarbonylpyridine(95 mg) was stirred at 180° C. for 2 hours. The obtained oily compound was purified by silica gel column chromatography (C-300; hexane:ethyl acetate=3:2) to give the objective compound (103 mg).

Workup

  1. customThe obtained oily compound was purified by silica gel column chromatography (C-300; hexane:ethyl acetate=3:2)

Sources & evidence

ORD record
ord-17427672d7c448b390a296ee898ecc6e
Source dataset
uspto-grants-2006_06
Patent number
US07064142B2

Reaction notes

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