Hydrochloric Acid → HCID 21273609, compound

HRID 1382848Notes

Reaction equation

HRID 1382848 reaction equation
Cl[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[CH2:11][CH2:12][CH2:13][C:14]2[CH:34]=[CH:33][CH:32]=[CH:31][C:15]=2[O:16][CH2:17][CH:18]([OH:30])[CH2:19][N:20]([CH2:27][CH2:28][CH3:29])C(=O)C(F)(F)F)[NH:4][CH:3]=1.Cl.[OH-:36].[Na+]>O>[OH:30][CH:18]([CH2:19][NH:20][CH2:27][CH2:28][CH3:29])[CH2:17][O:16][C:15]1[CH:31]=[CH:32][CH:33]=[CH:34][C:14]=1[CH2:13][CH2:12][CH2:11][C:9]1[CH:8]=[CH:7][CH:6]=[C:5]2[C:10]=1[CH2:2][C:3](=[O:36])[NH:4]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21273617HCID 21273617, compound

Product 1

HCID 21273609HCID 21273609, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4.66 g of the product of Step B and 260 ml of N hydrochloric acid was refluxed under an inert atmosphere for 3 hours and was diluted with water. The mixture was made alkaline by sodium hydroxide addition and was extracted with ethyl acetate. The organic was washed with water, dried and evaporated to dryness. The residue was triturated with ether and dried at 100° C. under reduced pressure to obtain 2.19 g of 1,3-dihydro-4-[3-[2-[2-hydroxy-3-propylamino-propoxy]-phenyl]-propyl]-2H-indol-2-one which melted at 122° C. after crystallization from isopropanol.

Workup

  1. temperaturewas refluxed under an inert atmosphere for 3 hours
  2. extractionwas extracted with ethyl acetate
  3. washThe organic was washed with water
  4. customdried
  5. customevaporated to dryness
  6. customThe residue was triturated with ether
  7. customdried at 100° C. under reduced pressure

Sources & evidence

ORD record
ord-4efe6388a3e149c39be5f00993474eed
Source dataset
uspto-grants-1989_02
Patent number
US04808609

Reaction notes

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