Cyclopropylacetylene → HCID 67263322, compound

HRID 1684929Notes

Reaction equation

HRID 1684929 reaction equation
[CH:1]1([C:4]#[CH:5])[CH2:3][CH2:2]1.[NH2:6][C:7]1[C:17](Br)=[CH:16][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:9][N:8]=1>CCOC(C)=O>[NH2:6][C:7]1[C:17]([C:5]#[C:4][CH:1]2[CH2:3][CH2:2]2)=[CH:16][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:9][N:8]=1

Participants

4

Reactant 2

HCID 138823CyclopropylacetyleneHCID 7210833Ethyl 6-amino-5-bromonicotinate

Product 1

HCID 67263322HCID 67263322, compoundYield 78.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Cyclopropyl acetylene (3 mmol) was reacted with ethyl 6-amino-5-bromonicotinate (245 mg, 1 mmol) as described in procedure A of Example 1. Ethyl 6-amino-5-(2-cyclopropylethynyl)nicotinate (180 mg) was obtained as a solid after silica gel column chromatography (EtOAc:hexanes, 1:1). LC/MS; (M+H)+=231.

Sources & evidence

ORD record
ord-e4d0a526daf4477c859b730c446848bb
Source dataset
uspto-grants-2012_04
Patent number
US08148361B2

Reaction notes

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