1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 66965236, compound

HRID 1515014Notes

Reaction equation

HRID 1515014 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.[C:35]1([NH2:45])[C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[CH:38]=[CH:37][N:36]=1>CN(C=O)C.O>[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:45][C:35]2[C:44]3[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=3)[CH:38]=[CH:37][N:36]=2)=[O:8])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

Participants

7

Reactant 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 737421-IsoquinolinamineHCID 74115Benzoic acid, 4-amino-3-nitro-HCID 757711-Hydroxybenzotriazole

Product 1

HCID 66965236HCID 66965236, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 4-amino-3-nitrobenzoic acid (546 mg), EDCI (576 mg) and HOBt (405 mg) in DMF (7 mL) was added isoquinolin-1-ylamine (432 mg) and the mixture was stirred at ambient temperature for 18 h. Water was added and the orange precipitate was filtered to give 4-amino-N-isoquinolin-1-yl-3-nitrobenzamide.

Workup

  1. filtrationthe orange precipitate was filtered

Sources & evidence

ORD record
ord-138877a2136c417293fe649672d545ca
Source dataset
uspto-grants-2012_07
Patent number
US08222248B2

Reaction notes

Loading…