HCID 67432815, compound → HCID 58457167, compound

HRID 578020Notes

Reaction equation

HRID 578020 reaction equation
[F:1][C:2]1[C:3]2[O:28][N:27]=[C:26]([C:29]3[N:30]([CH3:34])[CH:31]=[CH:32][N:33]=3)[C:4]=2[CH:5]=[C:6]2[C:19]=1[N:18]1[CH2:20][C@@H:21]([CH3:25])[O:22][C@@H:23]([CH3:24])[C@H:17]1[C:8]1([C:13](=[O:14])[NH:12][C:11](=[O:15])[NH:10][C:9]1=[O:16])[CH2:7]2>C(O)C>[F:1][C:2]1[C:3]2[O:28][N:27]=[C:26]([C:29]3[N:30]([CH3:34])[CH:31]=[CH:32][N:33]=3)[C:4]=2[CH:5]=[C:6]2[C:19]=1[N:18]1[CH2:20][C@@H:21]([CH3:25])[O:22][C@@H:23]([CH3:24])[C@@H:17]1[C:8]1([C:13](=[O:14])[NH:12][C:11](=[O:15])[NH:10][C:9]1=[O:16])[CH2:7]2

Participants

3

Reactant 1

HCID 67432815HCID 67432815, compound

Product 1

HCID 58457167HCID 58457167, compoundYield 85.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of (2R,4S,4aR)-rel-11-fluoro-2,4-dimethyl-8-(1-methyl-1H-imidazol-2-yl)-2,4,4a,6-tetrahydro-1H,1′H-spiro[isoxazolo[4,5-g][1,4]oxazino[4,3-a]quinoline-5,5′-pyrimidine]-2′,4′,6′(3′H)-trione (Example 68, 50 mg, 0.11 mmol) in ethanol (40 ml) was heated to reflux for 4 days. The solvent was removed and the residue was triturated with methanol. The resulting solid was filtered, washed with methanol, and dried to give 44 mg of product.

Workup

  1. temperatureto reflux for 4 days
  2. customThe solvent was removed
  3. customthe residue was triturated with methanol
  4. filtrationThe resulting solid was filtered
  5. washwashed with methanol
  6. customdried

Sources & evidence

ORD record
ord-16d6db4689284257afe86572f105d681
Source dataset
uspto-grants-2015_05
Patent number
US09040528B2

Reaction notes

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