Hydrochloric Acid → HCID 57557947, compound

HRID 1162940Notes

Reaction equation

HRID 1162940 reaction equation
[OH:1][CH2:2][C@@H:3]1[O:7][C:6](=[O:8])[N:5]([C:9]2[CH:18]=[C:17]3[C:12]([CH:13]=[C:14]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[C:26]([F:29])([F:28])[F:27])[NH:15][C:16]3=[O:19])=[CH:11][CH:10]=2)[CH2:4]1.[C:30]1(=[O:36])[O:35][C:33](=[O:34])[CH2:32][CH2:31]1.Cl>N1C=CC=CC=1>[O:8]=[C:6]1[N:5]([C:9]2[CH:18]=[C:17]3[C:12]([CH:13]=[C:14]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[C:26]([F:28])([F:27])[F:29])[NH:15][C:16]3=[O:19])=[CH:11][CH:10]=2)[CH2:4][C@H:3]([CH2:2][O:1][C:30]([CH2:31][CH2:32][C:33]([OH:35])=[O:34])=[O:36])[O:7]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7922Succinic anhydride2×HCID 11668552HCID 11668552, compound

Product 1

HCID 57557947HCID 57557947, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
50 °C

Procedure

The 7-((R)-5-hydroxymethyl-2-oxooxazolidin-3-yl)-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one (50 mg, 0.12 mmol) obtained in step B of Example 1-14 was dissolved in pyridine (3 ml). Thereafter, succinic anhydride (14 mg, 0.14 mmol) was added to the solution, and the obtained mixture was then stirred at 50° C. for 6 hours. Thereafter, succinic anhydride (24 mg, 0.25 mmol) was further added to the reaction solution, and the obtained mixture was then stirred at 50° C. for 15 hours. Thereafter, 1 N hydrochloric acid was added to the reaction mixture, and precipitated powders were collected by filtration. The obtained filtrate was washed with water. The resultant was subjected to air-drying, and was then dried under reduced pressure, so as to obtain 3-{(R)-2-oxo-3-[1-oxo-3-(2-trifluoromethylphenyl)-1,2-dihydroisoquinolin-7-yl]oxazolidin-5-ylmethoxycarbonyl}propionic acid (46 mg, 74%) in the form of white powders.

Workup

  1. stirringthe obtained mixture was then stirred at 50° C. for 15 hours
  2. customprecipitated powders
  3. filtrationwere collected by filtration
  4. washThe obtained filtrate was washed with water
  5. customto air-drying
  6. customwas then dried under reduced pressure

Sources & evidence

ORD record
ord-bb3b3af81e6a4c3ca892d054077a3e2c
Source dataset
uspto-grants-2010_10
Patent number
US07820693B2

Reaction notes

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