Formamidine acetate → HCID 22042239, compound

HRID 1745901Notes

Reaction equation

HRID 1745901 reaction equation
C([Si](C)(C)[O:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[N:15]=[C:14]([NH:17][C:18]1[C:19]([NH2:26])=[CH:20][C:21]([O:24][CH3:25])=[CH:22][CH:23]=1)[CH:13]=[CH:12]2)(C)(C)C.[C:29](O)(=O)C.C(N)=N>COCCO>[CH3:25][O:24][C:21]1[CH:22]=[CH:23][C:18]2[N:17]([C:14]3[CH:13]=[CH:12][C:11]4[C:16](=[C:7]([OH:6])[CH:8]=[CH:9][CH:10]=4)[N:15]=3)[CH:29]=[N:26][C:19]=2[CH:20]=1

Participants

4

Reactant 2

HCID 160693Formamidine acetateHCID 86598464HCID 86598464, compound

Product 1

HCID 22042239HCID 22042239, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Conditions

Temperature
125 °C

Procedure

N1-[8-(tert-Butyl-dimethyl-silanyloxy)-quinolin-2-yl]-4-methoxy-benzene-1,2-diamine 1C (18.3 g, 46.1 mMol) was dissolved in 40 mL of 2-methoxyethanol under an atmosphere of dry N2. To this solution was added formamidine acetate (5.28 g, 50.7 mMol) and the reaction mixture was heated to 125° C. and reacted at this temperature for 1.5 hours. The solvent was removed under vacuum and the resulting solid was triturated with ethyl ether (Et2O), dried under vacuum to give 13.3 g of a pink solid as the title compound 1D.

Workup

  1. customreacted at this temperature for 1.5 hours
  2. customThe solvent was removed under vacuum
  3. customthe resulting solid was triturated with ethyl ether (Et2O)
  4. customdried under vacuum

Sources & evidence

ORD record
ord-7bbe0684f6954721933557382fb3bc80
Source dataset
uspto-grants-2006_03
Patent number
US07019147B1

Reaction notes

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