1,2-Dichloroethane → HCID 16065042, compound

HRID 1360699Notes

Reaction equation

HRID 1360699 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]2[C:15]([CH:16]=[CH:17][CH:18]=1)=[C:14]([C:19]1[C:27]([F:28])=[CH:26][C:22]([C:23]([OH:25])=O)=[CH:21][C:20]=1[F:29])[C:13](=[O:30])[CH:12]=[CH:11]2.C(Cl)CCl.C1C=CC2N(O)N=[N:41]C=2C=1.[OH-].[NH4+]>CN1C(=O)CCC1>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]2[C:15]([CH:16]=[CH:17][CH:18]=1)=[C:14]([C:19]1[C:27]([F:28])=[CH:26][C:22]([C:23]([NH2:41])=[O:25])=[CH:21][C:20]=1[F:29])[C:13](=[O:30])[CH:12]=[CH:11]2

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 14923Ammonium HydroxideHCID 757711-HydroxybenzotriazoleHCID 16064900HCID 16064900, compound

Product 1

HCID 16065042HCID 16065042, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

To a solution of 4-[6-(2,4-difluorophenyl)-2-oxo-2H-quinolizin-1-yl]-3,5-difluorobenzoic acid (Example 38) in NMP was added EDC, HOBT and ammonium hydroxide. After reaction complete, the mixture was concentrated and purified by reverse phase chromatography (10-100% ACN in H2O, Kromisil, C8, 30×100 mm) to give the title compound.

Workup

  1. customAfter reaction complete
  2. concentrationthe mixture was concentrated
  3. custompurified by reverse phase chromatography (10-100% ACN in H2O, Kromisil, C8, 30×100 mm)

Sources & evidence

ORD record
ord-34078cee26cd424dadaaf874424172d7
Source dataset
uspto-grants-2011_02
Patent number
US07879875B2

Reaction notes

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