HCID 73504292, compound → HCID 118364796, compound

HRID 1478567Notes

Reaction equation

HRID 1478567 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[N:12]=[C:11]3[N:13]([CH2:16][C@@H:17]4[CH2:22][N:21]([C:23]5[N:28]=[CH:27][C:26]([C:29]6[CH2:34][CH2:33][N:32]([CH2:35][CH2:36][OH:37])[CH2:31][CH:30]=6)=[CH:25][N:24]=5)[CH2:20][CH2:19][O:18]4)[N:14]=[N:15][C:10]3=[N:9][CH:8]=2)[CH:4]=[N:3]1>CO.C(Cl)Cl.[Pt]=O>[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[N:12]=[C:11]3[N:13]([CH2:16][C@@H:17]4[CH2:22][N:21]([C:23]5[N:24]=[CH:25][C:26]([CH:29]6[CH2:30][CH2:31][N:32]([CH2:35][CH2:36][OH:37])[CH2:33][CH2:34]6)=[CH:27][N:28]=5)[CH2:20][CH2:19][O:18]4)[N:14]=[N:15][C:10]3=[N:9][CH:8]=2)[CH:4]=[N:3]1

Participants

5

Reactant 1

HCID 73504292HCID 73504292, compound

Product 1

HCID 118364796HCID 118364796, compoundYield 14%

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

(S)-2-(4-(2-(2-((6-(1-methyl-1H-pyrazol-4-yl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)morpholino)pyrimidin-5-yl)-5,6-dihydropyridin-1(2H)-yl)ethanol 54 mg (0.11 mmol) was dissolved in methanol 3 ml and methylene chloride 2 ml, and an excess of platinum oxide was added. The mixture was degassed, and a hydrogen balloon was connected, followed by reaction at room temperature for 1 day. After the reaction, the platinum oxide was removed using a celite filter, and separation by PLC (methylene chloride:methanol=5:1) gave a yellow solid 7.7 mg (14%).

Workup

  1. customThe mixture was degassed
  2. customfollowed by reaction at room temperature for 1 day
  3. customAfter the reaction
  4. customthe platinum oxide was removed
  5. filtrationfilter
  6. customseparation by PLC (methylene chloride:methanol=5:1)

Sources & evidence

ORD record
ord-c193ae95d93246119456b9152dc7c15d
Source dataset
uspto-grants-2016_08
Patent number
US09403831B2

Reaction notes

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