1,1'-Carbonyldiimidazole → N-(tetrahydro-1H-pyrrolizin-7a(5H)-ylmethyl)imidazo[1,2-a]pyridine-2-carboxamide

HRID 1198137Notes

Reaction equation

HRID 1198137 reaction equation
[N:1]1[C:2]([C:10]([OH:12])=O)=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:25][CH2:26][C:27]12[CH2:34][CH2:33][CH2:32][N:31]1[CH2:30][CH2:29][CH2:28]2>CN(C)C=O>[CH2:28]1[C:27]2([CH2:26][NH:25][C:10]([C:2]3[N:1]=[C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][N:4]4[CH:3]=3)=[O:12])[N:31]([CH2:32][CH2:33][CH2:34]2)[CH2:30][CH2:29]1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 2062168Imidazo[1,2-a]pyridine-2-carboxylic acidHCID 10654304(Hexahydro-1H-pyrrolizin-7A-YL)methanamine

Product 1

HCID 9817290N-(tetrahydro-1H-pyrrolizin-7a(5H)-ylmethyl)imidazo[1,2-a]pyridine-2-carboxamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Imidazo[1,2-a]pyridine-2-carboxylic acid is reacted with carbonyldiimidazole in dimethylformamide and subsequently with 7a-aminomethylhexahydro-1H-pyrrolizine to afford the title compound upon workup.

Sources & evidence

ORD record
ord-f298219b4f774da3b5bdaf5c8f42887d
Source dataset
uspto-grants-1994_01
Patent number
US05280029

Reaction notes

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