HCID 136351473, compound → HCID 136173376, compound

HRID 2191049Notes

Reaction equation

HRID 2191049 reaction equation
C([NH:4][C:5]1[NH:6][C:7](=[O:42])[C:8]2[N:9]=[CH:10][N:11]([C@@H:14]3[O:18][C@H:17]([CH2:19][CH:20]([P:28](=[O:31])([OH:30])[OH:29])[S:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)[C@@H:16]([F:32])[C@H:15]3[O:33]C(=O)C3C=CC=CC=3)[C:12]=2[N:13]=1)(=O)C>N.CO>[NH2:4][C:5]1[NH:6][C:7](=[O:42])[C:8]2[N:9]=[CH:10][N:11]([C@@H:14]3[O:18][C@H:17]([CH2:19][CH:20]([P:28](=[O:29])([OH:31])[OH:30])[S:21][C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=4)[C@@H:16]([F:32])[C@H:15]3[OH:33])[C:12]=2[N:13]=1

Participants

4

Reactant 1

HCID 136351473HCID 136351473, compound

Product 1

HCID 136173376HCID 136173376, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

Compound 35.16 (12 mg, 0.019 mmol) was dissolved in 7 N NH3 in MeOH (5 mL) and stirred for 12 h under nitrogen. The solvent was removed under reduced pressure and the residue was washed with 3×10 mL acetonitrile. The acetonitrile washings are filtered and the solid residue was redissolved in methanol, filtered and concentrated under reduced pressure. The residue gives compound 35.17 in greater than 90% purity (9.2 mg, 100% yield).

Workup

  1. customThe solvent was removed under reduced pressure
  2. washthe residue was washed with 3×10 mL acetonitrile
  3. filtrationThe acetonitrile washings are filtered
  4. dissolutionthe solid residue was redissolved in methanol
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-feb830a9ea6d44fcad4c6c5070ab419b
Source dataset
uspto-grants-2012_12
Patent number
US08324179B2

Reaction notes

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