HCID 131729364, compound → HCID 131729365, compound

HRID 420275Notes

Reaction equation

HRID 420275 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:42]=[CH:43][CH:44]=1)[CH2:8][N:9]1[C@@H:17]2[C@H:12]([C@H:13]([CH2:20][C:21]3[CH:26]=[C:25]([CH2:27][C@H:28]([O:33][CH3:34])[C:29]([F:32])([F:31])[F:30])[C:24]([N:35]=CN(C)C)=[C:23]([F:40])[CH:22]=3)[CH2:14][S:15](=[O:19])(=[O:18])[CH2:16]2)[O:11][C:10]1=[O:41])([CH3:4])([CH3:3])[CH3:2]>[Cl-].[Cl-].[Zn+2].CCCCCC.CCOC(C)=O>[NH2:35][C:24]1[C:25]([CH2:27][C@H:28]([O:33][CH3:34])[C:29]([F:31])([F:32])[F:30])=[CH:26][C:21]([CH2:20][C@H:13]2[C@H:12]3[C@@H:17]([N:9]([CH2:8][C:7]4[CH:42]=[CH:43][CH:44]=[C:5]([C:1]([CH3:3])([CH3:2])[CH3:4])[CH:6]=4)[C:10](=[O:41])[O:11]3)[CH2:16][S:15](=[O:19])(=[O:18])[CH2:14]2)=[CH:22][C:23]=1[F:40]

Participants

4

Reactant 1

HCID 131729364HCID 131729364, compound

Product 1

HCID 131729365HCID 131729365, compound

Reagents, catalysts & solvents 2

HCID 3007855ZincchlorideCatalystHCID 21226206Ethyl acetate hexaneSolvent

Procedure

The title compound was prepared in analogous manner as described for example 1n) from N′-[4-[(3aR*,7S*,7aS*)-3-(3-tert-butyl-benzyl)-2,5,5-trioxo-octahydro-1-oxa-5lambda*6*-thia-3-aza-inden-7-ylmethyl]-2-fluoro-6-((S)-3,3,3-trifluoro-2-methoxy-propyl)-phenyl]-N,N-dimethyl-formamidine and ZnCl2 to yield a yellow oil: TLC (hexane-EtOAc 2:1) Rf=0.22; HPLC RtA=2.40 min; ESIMS [M+H]+=587.

Workup

  1. customto yield a yellow oil
  2. customHPLC RtA=2.40 min

Sources & evidence

ORD record
ord-ea83fedc22da414e85a383913d242232
Source dataset
uspto-grants-2012_01
Patent number
US08093406B2

Reaction notes

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