Diisopropylamine → HCID 53640330, compound

HRID 612965Notes

Reaction equation

Cl.[C:2](Cl)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1.[CH2:11]([O:13][C:14](=[O:19])[CH2:15][CH:16]([CH3:18])[CH3:17])[CH3:12].C(NC(C)C)(C)C.C([Li])CCC>>[CH2:11]([O:13][C:14](=[O:19])[CH:15]([C:2](=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1)[CH:16]([CH3:18])[CH3:17])[CH3:12]

Participants

Reactant 4

HCID 7912Diisopropylamine

HCID 7945Ethyl isovalerate

HCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)

HCID 178418339Butyllithium

Product 1

HCID 53640330HCID 53640330, compoundYield 44%

Procedure

Nicotinic chloride hydrochloride (0.9 g), isovaleric acid ethyl ester (2.3 ml), diisopropylamine (2.1 ml) and butyllithium (1.6M hexane solution, 9.4 ml) were subjected to reaction and post-treatment in a similar manner to that described in Reference example 8(a) to obtain the title compound (0.78 g, 44%) as a colorless liquid.

Sources & evidence

ORD record: ord-c04b94fa7a434511b646529498601752
Source dataset: uspto-grants-1999_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06005116

Reaction notes

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