Putrescine → HCID 18448974, compound

HRID 1270076Notes

Reaction equation

HRID 1270076 reaction equation
Cl[C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:16])[C:7]([C:13]([OH:15])=[O:14])=[CH:8][N:9]2[CH3:12])=[CH:4][CH:3]=1.[NH2:17][CH2:18][CH2:19][CH2:20][CH2:21]N.C(Cl)Cl.C[N:27]1CCCC1=O>CO>[NH2:27][CH:19]([CH2:20][CH3:21])[CH2:18][NH:17][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:16])[C:7]([C:13]([OH:15])=[O:14])=[CH:8][N:9]2[CH3:12])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 1045PutrescineHCID 6344DichloromethaneHCID 13387N-methyl-2-pyrrolidoneHCID 1126045HCID 1126045, compound

Product 1

HCID 18448974HCID 18448974, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
130 °C

Procedure

To a solution of 7-chloro-1-methyl-4-oxo-1,4-dihydro-3-quinoline carboxylic acid (1.0 g, prepared according to H. Agui and T. Nakagome, J. Heterocycl. Chem., (1979), 16(7), 1353–60) in 1-methyl-2-pyrrolidinone (10 mL), was added 1,4-diaminobutane (1.84 g). The mixture was heated at 130° C. for 17 hours. The reaction mixture was cooled and poured into DCM (20 mL). The precipitate obtained was dispersed in MeOH and filtered to give the title compound (860 mg).

Workup

  1. temperatureThe reaction mixture was cooled
  2. customThe precipitate obtained
  3. filtrationfiltered

Sources & evidence

ORD record
ord-e6adeea497244bca882468baf0022271
Source dataset
uspto-grants-2007_04
Patent number
US07202221B2

Reaction notes

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