Butyl bromoacetate → Butyl 5-chloro-3-cyclohexyl-3-hydroxy-1-tosylindoline-2-carboxylate

HRID 1742371Notes

Reaction equation

HRID 1742371 reaction equation
Br[CH2:2][C:3]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])=[O:4].[CH:10]1([C:16]([C:18]2[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:19]=2[NH:25][S:26]([C:29]2[CH:35]=[CH:34][C:32]([CH3:33])=[CH:31][CH:30]=2)(=[O:28])=[O:27])=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.C[O-].[Na+]>C(O)CCC>[Cl:24][C:22]1[CH:23]=[C:18]2[C:19](=[CH:20][CH:21]=1)[N:25]([S:26]([C:29]1[CH:30]=[CH:31][C:32]([CH3:33])=[CH:34][CH:35]=1)(=[O:27])=[O:28])[CH:2]([C:3]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])=[O:4])[C:16]2([CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)[OH:17]

Participants

5

Reactant 3

HCID 87883Butyl bromoacetateHCID 10942334Sodium MethoxideHCID 537784895-Chloro-2-tosylaminophenyl cyclohexyl ketone

Product 1

HCID 23368697Butyl 5-chloro-3-cyclohexyl-3-hydroxy-1-tosylindoline-2-carboxylate

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

This compound is prepared by the reaction of butyl bromoacetate with 5-chloro-2-tosylaminophenyl cyclohexyl ketone, followed by cyclization in the presence of sodium methylate in butanol.

Sources & evidence

ORD record
ord-2bbf794418a6474f85e86cd0103eba6b
Source dataset
uspto-grants-1994_08
Patent number
US05338755

Reaction notes

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