Ammonia → (2R,4S,4aS)-8-(2-aminopyrimidin-4-yl)-11-fluoro-2,4-dimethyl-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

HRID 578032Notes

Reaction equation

HRID 578032 reaction equation
[F:1][C:2]1[C:3]2[O:28][N:27]=[C:26]([C:29]3[CH:34]=[CH:33][N:32]=[C:31](S(C)(=O)=O)[N:30]=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.[NH3:39]>O1CCOCC1>[NH2:39][C:31]1[N:30]=[C:29]([C:26]2[C:4]3[CH:5]=[C:6]4[C:19](=[C:2]([F:1])[C:3]=3[O:28][N:27]=2)[N:18]2[CH2:20][C@@H:21]([CH3:25])[O:22][C@@H:23]([CH3:24])[C@@H:17]2[C:8]2([C:9](=[O:16])[NH:10][C:11](=[O:15])[NH:12][C:13]2=[O:14])[CH2:7]4)[CH:34]=[CH:33][N:32]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 67431840(2R,4S,4 aS)-11-fluoro-2,4-dimethyl-8-(2-(methylsulfonyl)pyrimidin-4-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

Product 1

HCID 67432501(2R,4S,4aS)-8-(2-aminopyrimidin-4-yl)-11-fluoro-2,4-dimethyl-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

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Starting materials: (2R,4S,4aS)-11-fluoro-2,4-dimethyl-8-(2-(methylsulfonyl)pyrimidin-4-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 169) and ammonia in dioxane (0.5M)

Sources & evidence

ORD record
ord-b5774357a16742af97667ca9a4a8e8c7
Source dataset
uspto-grants-2015_05
Patent number
US09040528B2

Reaction notes

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