HCID 19090048, compound → HCID 19090078, compound

HRID 1612664Notes

Reaction equation

HRID 1612664 reaction equation
[NH2:1][C:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[N:5]=[C:4]2[CH2:12]O[C:14](=[O:15])[C:3]=12.[NH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][N:22]1[CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[NH2:1][C:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[N:5]=[C:4]2[CH2:12][N:16]([CH2:17][CH2:18][CH2:19][CH2:20][CH:21]3[CH2:26][CH2:25][CH2:24][CH2:23][N:22]3[CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:14](=[O:15])[C:3]=12

Participants

3

Reactant 2

HCID 19090048HCID 19090048, compoundHCID 19090098HCID 19090098, compound

Product 1

HCID 19090078HCID 19090078, compoundYield 80.5%

Conditions

Temperature
200 °C

Procedure

To 1.74 gm of 9-aminofuro[3,4-b]quinolin-1(3 H)-one was added 3.20 gm of 4-aminobutyl-1-benzylpiperidine, and the mixture was heated in a sealed tube for 6 hours at 200° C. while stirring. After cooling, the reaction mixture was recrystallized from ethyl acetate to obtain 3.00 gm of 9-amino- 2-(4-(1-benzYIpiperidYl)butyl)-2,3-dihydropyrrolo[3,4-b]quinolin-1-one (Compound (I) with R1 =R3 =H, R2 =NH2, A=>N-(CH2)n -, Y=>C=O, m=1, and n=4).

Workup

  1. temperatureAfter cooling
  2. customthe reaction mixture was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-d6c0b0d26d7a48c487bf5096848ed084
Source dataset
uspto-grants-1993_03
Patent number
US05190951

Reaction notes

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