HCID 68705098, compound → HCID 68706384, compound

HRID 222104Notes

Reaction equation

HRID 222104 reaction equation
C[O:2][C:3]([C:5]1[N:6]([CH3:17])[C:7]2[C:15]([CH:16]=1)=[CH:14][CH:13]=[C:12]1[C:8]=2[CH:9]=[N:10][NH:11]1)=[O:4]>[OH-].[Na+].CO>[CH3:17][N:6]1[C:7]2[C:15](=[CH:14][CH:13]=[C:12]3[C:8]=2[CH:9]=[N:10][NH:11]3)[CH:16]=[C:5]1[C:3]([OH:4])=[O:2]

Participants

4

Reactant 1

HCID 68705098HCID 68705098, compound

Product 1

HCID 68706384HCID 68706384, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

1-Methyl-1,6-dihydro-1,6,7-triaza-as-indacene-2-carboxylic acid methyl ester D1 (0.67 mmol) was dissolved in 2N sodium hydroxide in MeOH and refluxed for 2.5 h. After solvent removal the slurry was treated with excess 2N hydrochloric acid under vigorous stirring. The precipitate was filtered, washed with water and dried. Obtained the title compound (97%). ESI (+) MS: m/z 216 (MH+); MS (ES−) 214. 1H NMR: 4.35 (s, 3H), 7.30 (d, J=9.75, 1H), 7.34 (s, 1H), 7.58 (d, J=8.90, 1H), 8.49 (s, 1H), 12.61 (bs, 1H), 13.36 (bs, 1H).

Workup

  1. temperaturerefluxed for 2.5 h
  2. customAfter solvent removal the slurry
  3. additionwas treated with excess 2N hydrochloric acid under vigorous stirring
  4. filtrationThe precipitate was filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-90e56aa913794ae29037394186d97524
Source dataset
uspto-grants-2012_06
Patent number
US08207180B2

Reaction notes

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