Triazabicyclodecene → HCID 178483289, compound

HRID 1480365Notes

Reaction equation

HRID 1480365 reaction equation
[OH:1][C:2]1[CH:6]=[C:5]([C:7]([O:9]C)=O)[O:4][N:3]=1.[CH3:11][NH:12][CH2:13][CH2:14][CH:15]1[CH2:20][CH2:19][N:18]([C:21]([O:23][CH2:24][C:25]2[CH:30]=[C:29]([Cl:31])[CH:28]=[C:27]([Cl:32])[CH:26]=2)=[O:22])[CH2:17][CH2:16]1.N1CCCN2CCCN=C12>CN(C=O)C.CCOC(C)=O>[OH:1][C:2]1[CH:6]=[C:5]([C:7]([N:12]([CH2:13][CH2:14][CH:15]2[CH2:16][CH2:17][N:18]([C:21]([O:23][CH2:24][C:25]3[CH:26]=[C:27]([Cl:32])[CH:28]=[C:29]([Cl:31])[CH:30]=3)=[O:22])[CH2:19][CH2:20]2)[CH3:11])=[O:9])[O:4][N:3]=1

Participants

6

Reactant 3

HCID 79873TriazabicyclodeceneHCID 86722625HCID 86722625, compoundHCID 178498603HCID 178498603, compound

Product 1

HCID 178483289HCID 178483289, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution comprising of methyl 3-hydroxyisoxazole-5-carboxylate (20.72 mg, 0.145 mmol), 3,5-dichlorobenzyl 4-(2-(methylamino)ethyl)piperidine-1-carboxylate (step 3) (50 mg, 0.145 mmol) and 2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine (20.16 mg, 0.145 mmol) in DMF (483 μl) was refluxed for 18 hours. The reaction mixture was diluted with EtOAc and washed with water. The organic portion was separated, dried over MgSO4, filtered and concentrated under reduced pressure to afford the title compound;

Workup

  1. washwashed with water
  2. customThe organic portion was separated
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2d682d583c7c49d3a06f6e0ffe71a4a5
Source dataset
uspto-grants-2016_08
Patent number
US09409895B2

Reaction notes

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