Triethylsilane → HCID 86637173, compound

HRID 913183Notes

Reaction equation

HRID 913183 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34])[CH:5]=[CH:6][C:7]=1[N:8]1[CH:16](O)[C:15]2[C:14]([O:18][CH2:19][C:20]([F:23])([F:22])[F:21])=[C:13]3[CH:24]=[CH:25][CH:26]=[CH:27][C:12]3=[C:11]([O:28][CH2:29][CH3:30])[C:10]=2[C:9]1=[O:31].[Cl:38][C:39]1[CH:40]=[C:41]([CH2:69][C:70]([O:72][CH2:73][CH3:74])=[O:71])[CH:42]=[CH:43][C:44]=1[N:45]1[C:53](=[O:54])[C:52]2[C:51]([O:55][CH2:56][C:57]([F:60])([F:59])[F:58])=[C:50]3[CH:61]=[CH:62][CH:63]=[CH:64][C:49]3=[C:48]([O:65][CH2:66][CH3:67])[C:47]=2[CH:46]1O.C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34])[CH:5]=[CH:6][C:7]=1[N:8]1[C:9](=[O:31])[C:10]2[C:11]([O:28][CH2:29][CH3:30])=[C:12]3[CH:27]=[CH:26][CH:25]=[CH:24][C:13]3=[C:14]([O:18][CH2:19][C:20]([F:22])([F:23])[F:21])[C:15]=2[CH2:16]1.[Cl:38][C:39]1[CH:40]=[C:41]([CH2:69][C:70]([O:72][CH2:73][CH3:74])=[O:71])[CH:42]=[CH:43][C:44]=1[N:45]1[C:53](=[O:54])[C:52]2[C:51]([O:55][CH2:56][C:57]([F:60])([F:59])[F:58])=[C:50]3[CH:61]=[CH:62][CH:63]=[CH:64][C:49]3=[C:48]([O:65][CH2:66][CH3:67])[C:47]=2[CH2:46]1

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 86637174HCID 86637174, compound

Product 1

HCID 86637173HCID 86637173, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of ethyl (3-chloro-4-{4-(ethyloxy)-1-hydroxy-3-oxo-9-[(2,2,2-trifluoroethyl)oxy]-1,3-dihydro-2H-benzo[f]isoindol-2-yl}phenyl)acetate-ethyl (3-chloro-4-{4-(ethyloxy)-3-hydroxy-1-oxo-9-[(2,2,2-trifluoroethyl)oxy]-1,3-dihydro-2H-benzo[f]isoindol-2-yl}phenyl)acetate (0.163 g, 0.30 mmol) in trifluoroacetic acid (5 ml) cooled to 0° C., was added triethylsilane (0.07 ml, 0.45 mmol). Stirring continued at 0° C. for 10 minutes and then the mixture was evaporated. The isomers were separated using MDAP (shallow gradient)

Workup

  1. customthe mixture was evaporated
  2. customThe isomers were separated

Sources & evidence

ORD record
ord-41663071f20c4eb292a35baaaedf52ef
Source dataset
uspto-grants-2011_09
Patent number
US08026270B2

Reaction notes

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