Hydrochloric Acid → HCID 86661398, compound

HRID 2197275Notes

Reaction equation

HRID 2197275 reaction equation
C[O:2][C:3](=[O:29])[CH:4]([N:22]1[C:26](=[O:27])[CH2:25][NH:24][C:23]1=[O:28])[CH:5]([CH3:21])[CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:11][CH:10]=1.Cl>>[C:12]1([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:11]=[CH:10][C:9]([O:8][CH2:7][CH2:6][CH:5]([CH3:21])[CH:4]([N:22]2[C:26](=[O:27])[CH2:25][NH:24][C:23]2=[O:28])[C:3]([OH:29])=[O:2])=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86661399HCID 86661399, compound2×

Product 1

HCID 86661398HCID 86661398, compoundYield 31%

Conditions

Temperature
80 °C

Procedure

A mixture of the compound obtained in step b above (24b) (320 mg, 0.808 mmol) and 3 N HCl (15 mL) was stirred at 80° C. for 4 h. The reaction mixture was cooled down and then extracted with EtOAc. The combined organic layers were dried and concentrated; the crude product was purified by silica gel column chromatography which gave the title compound as colourless oil (96 mg, 31%).

Workup

  1. temperatureThe reaction mixture was cooled down
  2. extractionextracted with EtOAc
  3. customThe combined organic layers were dried
  4. concentrationconcentrated
  5. customthe crude product was purified by silica gel column chromatography which

Sources & evidence

ORD record
ord-34f43bb4c8d648729dc574ced75547b0
Source dataset
uspto-grants-2012_12
Patent number
US08338471B2

Reaction notes

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