HCID 86640248, compound → HCID 68706147, compound

HRID 222102Notes

Reaction equation

HRID 222102 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]([CH3:36])[C:7]2[C:8]3[C:12]([CH2:13][CH2:14][C:15]=2[CH:16]=1)=[N:11][N:10](C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH:9]=3)=[O:4]>Cl.CO>[CH3:1][O:2][C:3]([C:5]1[N:6]([CH3:36])[C:7]2[C:8]3[CH:9]=[N:10][NH:11][C:12]=3[CH2:13][CH2:14][C:15]=2[CH:16]=1)=[O:4]

Participants

4

Reactant 1

HCID 86640248HCID 86640248, compound

Product 1

HCID 68706147HCID 68706147, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

1-Methyl-7-trityl-1,4,5,7-tetrahydro-1,6,7-triaza-as-indacene-2-carboxylic acid methyl ester XVIII (0.74 mmol) was suspended in 3% HCl in MeOH (7 mL) and the mixture was stirred at rt for 4 h. After solvent removal the crude material was chromatographed on silica gel (eluant: AcOEt/hexane 1:1, then AcOEt and AcOEt/MeOH 4:1). Obtained the title compound in 80% yield. ESI (+) MS: m/z 232 (MH+). 1H NMR: 2.80 (m, 2H), 2.94 (m, 2H), 3.79 (s, 3H), 3.88 (s, 3H), 6.82 (s, 1H), 7.76 (s, 1H).

Workup

  1. customAfter solvent removal the crude material
  2. customwas chromatographed on silica gel (eluant

Sources & evidence

ORD record
ord-e09c063bc4e44c3392280076e911377d
Source dataset
uspto-grants-2012_06
Patent number
US08207180B2

Reaction notes

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