4-Amino-1-butanol → HCID 178518286, compound

HRID 2236675Notes

Reaction equation

HRID 2236675 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])[C:5]2=[CH:14]OC.[NH2:17][CH2:18][CH2:19][CH2:20][CH2:21][OH:22]>CN(C)C=O>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])/[C:5]/2=[CH:14]\[NH:17][CH2:18][CH2:19][CH2:20][CH2:21][OH:22]

Participants

4

Reactant 2

HCID 258684-Amino-1-butanolHCID 686927644-methoxymethylene-6-bromo-4H-isoquinoline-1,3-dione

Product 1

HCID 178518286HCID 178518286, compoundYield 64.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

6-Bromo-4-methoxymethylene-4H-isoquinoline-1,3-dione (250 mg, 0.89 mmol), and 4-amino-butan-1-ol (79 mg, 0.89 mmol) in N,N-dimethylformamide (DMF) (5 mL) is stirred at 25° C. for 3 days. A precipitate formed. The reaction mixture is cooled to 0° C. The precipitate is filtered and dried in vacuo to give 195 mg (64.5%) of the title compound as a tan powder. HRMS (ESI) m/z calcd for C14H15BrN2O3 (M+H)+1 339.03389. found: 339.03308.

Workup

  1. customA precipitate formed
  2. filtrationThe precipitate is filtered
  3. customdried in vacuo

Sources & evidence

ORD record
ord-9347a15c69e44126b1067f16caf4bd7a
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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