Water → HCID 86759170, compound

HRID 1167385Notes

Reaction equation

HRID 1167385 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-59f36eec82294ce493000c59b75c3840
Source dataset
uspto-grants-2003_09
Patent number
US06617422B1

Reaction notes

Loading…