1,1'-Carbonyldiimidazole → 3-ethyl-N-(tetrahydro-1H-pyrrolizin-7a(5H)-ylmethyl) indolizine-1-carboxamide

HRID 1587674Notes

Reaction equation

HRID 1587674 reaction equation
[CH2:1]([C:3]1[N:11]2[C:6]([CH:7]=[CH:8][CH:9]=[CH:10]2)=[C:5]([C:12]([OH:14])=O)[CH:4]=1)[CH3:2].C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:27][CH2:28][C:29]12[CH2:36][CH2:35][CH2:34][N:33]1[CH2:32][CH2:31][CH2:30]2>CN(C)C=O>[CH2:1]([C:3]1[N:11]2[C:6]([CH:7]=[CH:8][CH:9]=[CH:10]2)=[C:5]([C:12]([NH:27][CH2:28][C:29]23[CH2:36][CH2:35][CH2:34][N:33]2[CH2:32][CH2:31][CH2:30]3)=[O:14])[CH:4]=1)[CH3:2]

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 10654304(Hexahydro-1H-pyrrolizin-7A-YL)methanamineHCID 147882723-Ethylindolizine-1-carboxylic acid

Product 1

HCID 152291553-ethyl-N-(tetrahydro-1H-pyrrolizin-7a(5H)-ylmethyl) indolizine-1-carboxamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-Ethylindolizine-1-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-8c0c197e295046fa9ae12ce02f3b3277
Source dataset
uspto-grants-1993_06
Patent number
US05219850

Reaction notes

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