Hydrochloric Acid → HCID 131728057, compound

HRID 643068Notes

Reaction equation

HRID 643068 reaction equation
[CH2:1]([C@H:8]([NH:38]C(=O)OC(C)(C)C)[C@@H:9]([OH:37])[CH2:10][N:11]([CH2:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=2)=[CH:27][CH:26]=1)[NH:12][C:13](=[O:23])[C@@H:14]([NH:18][C:19]([O:21][CH3:22])=[O:20])[CH:15]([CH3:17])[CH3:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>C1COCC1>[NH2:38][C@@H:8]([CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C@@H:9]([OH:37])[CH2:10][N:11]([CH2:24][C:25]1[CH:26]=[CH:27][C:28]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=2)=[CH:29][CH:30]=1)[NH:12][C:13]([C@@H:14]([NH:18][C:19](=[O:20])[O:21][CH3:22])[CH:15]([CH3:16])[CH3:17])=[O:23]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 91571983HCID 91571983, compound

Product 1

HCID 131728057HCID 131728057, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A solution of Example 18C (0.11 g, 0.18 mmol) in THF (2 mL) was treated with 4N HCl (0.3 mL), stirred at 60° C. for 3 hrs and cooled to room temperature. The mixture was concentrated, neutralized with 10% sodium bicarbonate, and extracted with ethyl acetate, the organic layer washed with brine, dried over sodium sulfate, filtered and the solvents were evaporated to give 92 mg (100%) of the title compound.

Workup

  1. temperaturecooled to room temperature
  2. concentrationThe mixture was concentrated
  3. extractionextracted with ethyl acetate
  4. washthe organic layer washed with brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvents were evaporated

Sources & evidence

ORD record
ord-d318e6c869f34d59862f689d1a4050c6
Source dataset
uspto-grants-2010_04
Patent number
US07696226B2

Reaction notes

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