Hydrochloric Acid → HCID 135841608, compound

HRID 1081858Notes

Reaction equation

HRID 1081858 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][C:27]=1[O:28]COC)/[CH:6]=[CH:7]/[C:8]1[NH:16][C:15]2[C:14](=[O:17])[N:13]([CH2:18][CH2:19][CH3:20])[C:12](=[O:21])[N:11]([CH2:22][CH2:23][CH3:24])[C:10]=2[N:9]=1.Cl.[OH-].[Na+].O>O1CCCC1>[OH:28][C:27]1[CH:26]=[CH:25][C:5](/[CH:6]=[CH:7]/[C:8]2[NH:16][C:15]3[C:14](=[O:17])[N:13]([CH2:18][CH2:19][CH3:20])[C:12](=[O:21])[N:11]([CH2:22][CH2:23][CH3:24])[C:10]=3[N:9]=2)=[CH:4][C:3]=1[O:2][CH3:1]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 21460354HCID 21460354, compound

Product 1

HCID 135841608HCID 135841608, compoundYield 32.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Compound 194 (1.00 g, 2.33 mmol) obtained in Reference Example 133 was dissolved in 10 ml of tetrahydrofuran. To the solution was added 6 ml of 2N hydrochloric acid, and the mixture was heated under reflux for one hour. The reaction solution was neutralized with a 2N aqueous solution of sodium hydroxide under ice cooling. Water was added thereto, and the deposited crystals were collected by filtration. The obtained crude crystals were recrystallized from methanol/water to give 291 mg (yield 32%) of Compound 196 as a yellow powder.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for one hour
  3. filtrationthe deposited crystals were collected by filtration
  4. customThe obtained crude crystals
  5. customwere recrystallized from methanol/water

Sources & evidence

ORD record
ord-c917e0c5192541bea50c4809a4bfab70
Source dataset
uspto-grants-1996_12
Patent number
US05587378

Reaction notes

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