HCID 89996011, compound → HCID 73386779, compound

HRID 1480773Notes

Reaction equation

HRID 1480773 reaction equation
[CH3:1][O:2][C:3]1[C:8]([NH:9][CH:10]=O)=[CH:7][CH:6]=[C:5]([S:12]([CH3:15])(=[O:14])=[O:13])[N:4]=1.CS(C1[N:21]=[CH:22][C:23]2[CH:29]=[CH:28][N:27]=[C:26]([NH:30][CH2:31][C:32]([CH3:35])([CH3:34])[CH3:33])[C:24]=2[N:25]=1)(=O)=O>>[CH3:1][O:2][C:3]1[C:8]([NH:9][C:10]2[N:21]=[CH:22][C:23]3[CH:29]=[CH:28][N:27]=[C:26]([NH:30][CH2:31][C:32]([CH3:35])([CH3:34])[CH3:33])[C:24]=3[N:25]=2)=[CH:7][CH:6]=[C:5]([S:12]([CH3:15])(=[O:14])=[O:13])[N:4]=1

Participants

3

Reactant 2

HCID 89996011HCID 89996011, compoundHCID 89996291HCID 89996291, compound

Product 1

HCID 73386779HCID 73386779, compoundYield 6%

Procedure

The title compound was prepared according to Example 40 using N-(2-methoxy-6-(methylsulfonyl)pyridin-3-yl)formamide (Preparation 73) and 2-(methylsulfonyl)-N-neopentylpyrido[3,4-d]pyrimidin-8-amine (Preparation 47). The residue was purified by silica gel column chromatography eluting with 50-100% EtOAc in cyclohexane. The residue was dissolved in EtOAc and washed with HCl (0.5 M, 10 mL), dried (MgSO4) and concentrated in vacuo. The residue was triturated with DCM and dried under vacuum to give the title compound (3 mg, 6%).

Workup

  1. customThe title compound was prepared
  2. customThe residue was purified by silica gel column chromatography
  3. washeluting with 50-100% EtOAc in cyclohexane
  4. dissolutionThe residue was dissolved in EtOAc
  5. washwashed with HCl (0.5 M, 10 mL)
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated in vacuo
  8. customThe residue was triturated with DCM
  9. customdried under vacuum

Sources & evidence

ORD record
ord-49bf1658e3fa492388c4ff1d9652fa12
Source dataset
uspto-grants-2016_08
Patent number
US09409907B2

Reaction notes

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