Hydrochloric Acid → HCID 57500354, compound

HRID 2273533Notes

Reaction equation

HRID 2273533 reaction equation
[OH-].[K+].[CH2:3]([O:10][C:11]1[CH:19]=[CH:18][C:17]2[N:13]([C:14]([C:23]([C:25]3[CH:26]=[CH:27][C:28]4[N:33]=C(C5C=CC=CC=5)[O:31][C:30](=[O:40])[C:29]=4[CH:41]=3)=[O:24])=[C:15]([CH3:22])[C:16]=2[O:20][CH3:21])[CH:12]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl>O.CN1CCCC1=O>[NH2:33][C:28]1[CH:27]=[CH:26][C:25]([C:23]([C:14]2[N:13]3[C:17]([CH:18]=[CH:19][C:11]([O:10][CH2:3][C:4]4[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=4)=[CH:12]3)=[C:16]([O:20][CH3:21])[C:15]=2[CH3:22])=[O:24])=[CH:41][C:29]=1[C:30]([OH:40])=[O:31]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 57500352HCID 57500352, compound

Product 1

HCID 57500354HCID 57500354, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A solution of 2.17 g (38.7 mmol) of potassium hydroxide in 6 ml of water is added to the suspension of 2.0 g (3.87 mmol) of 6-{[6-(benzyloxy)-1-methoxy-2-methylindolizin-3-yl]carbonyl}-2-phenyl-4H-3,1-benzoxazin-4-one in 15 ml of N-methyl-2-pyrrolidone at ambient temperature. The mixture is brought to reflux for 4 hours. After cooling, the reaction medium is poured into an aqueous solution of hydrochloric acid (0.1 M). The precipitate formed is filtered and washed thoroughly with water and then with diisopropyl ether. 1.15 g (70%) of a yellow powder are obtained after drying under vacuum at 50° C.

Workup

  1. temperatureto reflux for 4 hours
  2. temperatureAfter cooling
  3. customThe precipitate formed
  4. filtrationis filtered
  5. washwashed thoroughly with water

Sources & evidence

ORD record
ord-dceee919c40940debe36164abb96563f
Source dataset
uspto-grants-2015_09
Patent number
US09120819B2

Reaction notes

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