Water → HCID 67314976, compound

HRID 1254134Notes

Reaction equation

HRID 1254134 reaction equation
[N:1]1([CH2:7][CH2:8][NH2:9])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl[C:11]1[N:16]=[CH:15][C:14]2[C:17](=[C:22]3[C:30]4[C:25](=[CH:26][CH:27]=[C:28]([F:31])[CH:29]=4)[NH:24][C:23]3=[O:32])[O:18][CH:19]([CH2:20][CH3:21])[C:13]=2[CH:12]=1.O>O1CCOCC1>[CH2:20]([CH:19]1[C:13]2[CH:12]=[C:11]([NH:9][CH2:8][CH2:7][N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)[N:16]=[CH:15][C:14]=2[C:17](=[C:22]2[C:30]3[C:25](=[CH:26][CH:27]=[C:28]([F:31])[CH:29]=3)[NH:24][C:23]2=[O:32])[O:18]1)[CH3:21]

Participants

5

Reactant 3

HCID 962WaterHCID 4082852-MorpholinoethylamineHCID 76798886HCID 76798886, compound

Product 1

HCID 67314976HCID 67314976, compoundYield 14.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

A solution of 2-morpholin-4-yl-ethylamine (177 mg, 1.51 mmol) in 3 mL of dioxane is treated with 3-(6-Chloro-1-ethyl-1H-furo[3,4-c]pyridin-3-ylidene)-5-fluoro-1,3-dihydro-indol-2-one (100 mg, 0.30 mmol) in one portion. The reaction mixture is heated at 100° C. until no starting material remained. The reaction mixture is treated with water (10 mL) and heating is continued for 1 hr. The precipitate which formed is collected by filtration and washed with small amounts of water, EtOAc and ether. The solid obtained is dried under vacuum to give the title compound as a yellow solid (18 mg, 14%).

Workup

  1. temperatureheating
  2. customThe precipitate which formed
  3. filtrationis collected by filtration
  4. washwashed with small amounts of water, EtOAc and ether
  5. customThe solid obtained
  6. customis dried under vacuum

Sources & evidence

ORD record
ord-602b1ea71b2e4c4bba8992615e8fc818
Source dataset
uspto-grants-2013_06
Patent number
US08455535B2

Reaction notes

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