Diisopropyl Ether → {[6-(4-Oxo-4H-1,3-benzothiazin-2-yl)-2-pyrimidinyl]amino}acetic acid

HRID 748384Notes

Reaction equation

HRID 748384 reaction equation
[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5][C:4]([C:12]2[N:17]=[C:16]([NH:18][CH2:19][C:20]([O:22]C(C)(C)C)=[O:21])[N:15]=[CH:14][CH:13]=2)=[N:3]1.C(OC(C)C)(C)C>FC(F)(F)C(O)=O>[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5][C:4]([C:12]2[N:17]=[C:16]([NH:18][CH2:19][C:20]([OH:22])=[O:21])[N:15]=[CH:14][CH:13]=2)=[N:3]1

Participants

4

Reactant 2

HCID 7914Diisopropyl EtherHCID 59750206HCID 59750206, compound

Product 1

HCID 59750103{[6-(4-Oxo-4H-1,3-benzothiazin-2-yl)-2-pyrimidinyl]amino}acetic acidYield 76.6%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

tert-Butyl {[6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyrimidinyl]amino}acetate (0.20 g, 0.54 mmol) was dissolved in trifluoroacetic acid (5 ml), and the mixture was stirred for 0.5 hr. Diisopropyl ether was added thereto. The obtained precipitates were recrystallized from ethanol to give the titled compound (0.13 g, 75%) as pale yellow crystals

Workup

  1. customThe obtained precipitates
  2. customwere recrystallized from ethanol

Sources & evidence

ORD record
ord-fd729cd293644b97942a26218f7e98cb
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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