Hydrochloric Acid → HCID 67225355, compound

HRID 2273744Notes

Reaction equation

HRID 2273744 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([O:10][C:11]3[CH:20]=[C:19]([N:21]4[CH2:26][CH2:25][N:24]([CH2:27][C:28]5[CH2:33][CH:32]([OH:34])[CH2:31][CH2:30][C:29]=5[C:35]5[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][CH:36]=5)[CH2:23][CH2:22]4)[CH:18]=[CH:17][C:12]=3[C:13]([O:15]C)=[O:14])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.O[Li].O.Cl.C(OCC)(=O)C>O1CCCC1.CO.O>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([O:10][C:11]3[CH:20]=[C:19]([N:21]4[CH2:26][CH2:25][N:24]([CH2:27][C:28]5[CH2:33][CH:32]([OH:34])[CH2:31][CH2:30][C:29]=5[C:35]5[CH:36]=[CH:37][C:38]([Cl:41])=[CH:39][CH:40]=5)[CH2:23][CH2:22]4)[CH:18]=[CH:17][C:12]=3[C:13]([OH:15])=[O:14])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 168937Lithium hydroxide, monohydrateHCID 67226059HCID 67226059, compound

Product 1

HCID 67225355HCID 67225355, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of EXAMPLE 224C (1.78 g) in tetrahydrofuran (30 mL), methanol (10 mL) and water (10 mL) was added LiOH.H2O (0.262 g). The mixture was stirred overnight. The mixture was then neutralized with 5% aqueous HCl and exacted with ethyl acetate (3×) and the combined organic layers were washed with brine and dried over Na2SO4. Evaporation of solvent gave the title compound.

Workup

  1. washthe combined organic layers were washed with brine
  2. dry with materialdried over Na2SO4
  3. customEvaporation of solvent

Sources & evidence

ORD record
ord-0fa995fab3a24616bee4ddf473b29087
Source dataset
uspto-grants-2015_09
Patent number
US09125913B2

Reaction notes

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