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

HRID 499565
Notes
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Reaction equation

HRID 499565 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-2b16f176777a4bd795d5ebd9e8051103
Source dataset
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07767665B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes