Methylamine → HCID 15521821, compound

HRID 2304549Notes

Reaction equation

HRID 2304549 reaction equation
[CH3:1][NH2:2].[CH2:3]1[CH:15]2[N:6]([CH2:7][C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[C:14]2=O)[C:5](=[O:17])[CH2:4]1>Cl[Ti](Cl)(Cl)Cl.C(Cl)Cl>[CH3:1][N:2]=[C:14]1[C:13]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH2:7][N:6]2[C:5](=[O:17])[CH2:4][CH2:3][CH:15]12

Participants

5

Reactant 2

HCID 6329MethylamineHCID 131500811,10a-Dihydropyrrolo[1,2-b]isoquinoline-3,10[2H,5H]-dione

Product 1

HCID 15521821HCID 15521821, compound

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 6344DichloromethaneSolvent

Procedure

Methylamine (1 mL) was condensed at −78° C. into a flask containing 1,2,3,5,10,10a-hexahydropyrrolo[1,2-b]isoquinolin-3,10-dione (5.54 mmol, 1.113 g). CH2Cl2 (30 mL) was added, and TiCl4 (2.77 mmol, 2.77 mL of 1 M solution in toluene) was gradually added and the mixture was warmed up to room temperature and stirred for 20 hours. Petroleum ether (20 mL) was added and then the mixture was filtered through CELITE. The filtrate was concentrated in vacuo to give 10-methylimino-1,2,3,5,10,10a-hexahydropyrrolo[1,2-b]isoquinolin-3-one as a red oil (1.28 g).

Workup

  1. customcondensed at −78° C. into a flask
  2. filtrationthe mixture was filtered through CELITE
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-51319fa21e62453cb5611f201116453b
Source dataset
uspto-grants-2002_08
Patent number
US06436954B1

Reaction notes

Loading…