Water → HCID 86759170, compound

HRID 987895Notes

Reaction equation

HRID 987895 reaction equation
[OH:1][CH:2]1[N:11]([CH2:12][C:13]([N:15]([CH2:22][CH:23]([NH2:31])[C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:16][C:17]([O:19]CC)=[O:18])=[O:14])[C:10]2[NH:9][C:8]3[CH:32]=[CH:33][CH:34]=[CH:35][C:7]=3[S:6][C:5]=2[CH:4]=[N:3]1.[Li+].[OH-].O>C1COCC1>[OH:1][CH:2]1[N:11]([CH2:12][C:13]([N:15]([CH2:22][CH:23]([NH2:31])[C:24]([O:26][C:27]([CH3:29])([CH3:30])[CH3:28])=[O:25])[CH2:16][C:17]([OH:19])=[O:18])=[O:14])[C:10]2[NH:9][C:8]3[CH:32]=[CH:33][CH:34]=[CH:35][C:7]=3[S:6][C:5]=2[CH:4]=[N:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 86759168HCID 86759168, compound

Product 1

HCID 86759170HCID 86759170, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl N-[(2-hydroxy-10-H-pyrimido[5,4-b][1,4]-benzothiazin-1-yl)acetyl]-N-(2-Boc-aminoethyl)glycinate (201 mg, 0.4 mmol) was dissolved in THF (10 mL) and LiOH (2M, aqueous, 1.0 mL) was added. After 15 minutes at room temperature water (10 mL) was added, the THF was evaporated in vacuo and HCl (2M, aqueous, 1.0 mL) was added with vigorous stirring. The solid yellow material was filtered off and dried in vacuo to give 173 mg (91%) of the title compound.

Workup

  1. customthe THF was evaporated in vacuo and HCl (2M, aqueous, 1.0 mL)
  2. additionwas added with vigorous stirring
  3. filtrationThe solid yellow material was filtered off
  4. customdried in vacuo

Sources & evidence

ORD record
ord-b5b84f4d449d490c9f29bd6896ac9c08
Source dataset
uspto-grants-2003_10
Patent number
US06632919B1

Reaction notes

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