Water → HCID 67461269, compound

HRID 1619995Notes

Reaction equation

HRID 1619995 reaction equation
Cl.[C:2]1([C:8]2[O:9][C:10]3[CH2:11][NH:12][CH2:13][CH2:14][C:15]=3[N:16]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN(C(ON1N=N[C:27]2[CH:28]=[CH:29][CH:30]=N[C:26]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.O.[C:42]([O-:45])([O-])=[O:43].[K+].[K+].CN([CH:51]=[O:52])C>ClCCl>[CH:28]1([CH:27]([C:51]([N:12]2[CH2:13][CH2:14][C:15]3[N:16]=[C:8]([C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[O:9][C:10]=3[CH2:11]2)=[O:52])[CH2:26][C:42]([O:45][C:2]([CH3:8])([CH3:7])[CH3:3])=[O:43])[CH2:29][CH2:30]1

Participants

7

Reactant 5

HCID 962WaterHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 66706134HCID 66706134, compound

Product 1

HCID 67461269HCID 67461269, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1 g (4.2 mmol) 1-(2-phenyl-6,7-dihydro-4H-oxazolo[5,4-c]pyridine-hydrochloride and 0.9 g (4.2 mmol) R-4-tert-butoxy-2-cyclopropyl-4-oxobutanoic acid is taken up in 10 ml DMF and combined successively with 2.4 ml TEA and 1.9 g HATU. It is stirred for 30 min. at RT. The solvent is eliminated, the residue is taken up in dichloromethane and shaken 1× with water and 1× with 5% K2CO3 solution. Org. phase separated off and evaporated down. The residue is purified on silica gel (eluant: cyclohexane/EA).

Workup

  1. customphase separated off
  2. customevaporated down
  3. customThe residue is purified on silica gel (eluant: cyclohexane/EA)

Sources & evidence

ORD record
ord-1d1a7201ee984068ba053872e6cad4e2
Source dataset
uspto-grants-2014_07
Patent number
US08772323B2

Reaction notes

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