Tert-butyl 4-(bromomethyl)benzoate → HCID 19076399, compound

HRID 965589Notes

Reaction equation

HRID 965589 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:21])[NH:12][CH2:13][CH3:14].Br[CH2:23][C:24]1[CH:36]=[CH:35][C:27]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])=[CH:26][CH:25]=1>CCCCCC.CCOC(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:23][C:24]1[CH:36]=[CH:35][C:27]([C:28]([O:30][C:31]([CH3:32])([CH3:34])[CH3:33])=[O:29])=[CH:26][CH:25]=1)[C:6](=[O:11])[C:5]2([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:21])[NH:12][CH2:13][CH3:14]

Participants

4

Reactant 2

HCID 11414578Tert-butyl 4-(bromomethyl)benzoateHCID 19076592HCID 19076592, compound

Product 1

HCID 19076399HCID 19076399, compoundYield 47.5%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

This compound is prepared according to the procedure described in step A of EXAMPLE 96 from 1.19 g of 5-chloro-3-(2-chlorophenyl)-3-(ethylamino)-1,3-dihydroindol-2-one and 1.1 g of tert-butyl 4-bromomethylbenzoate. Chromatography on silica using a gradient of a hexane/AcOEt mixture (from 95/5; v/v to 90/10; v/v) as the eluent gives 0.9 g of the expected product, which is used as such.

Workup

  1. customThis compound is prepared

Sources & evidence

ORD record
ord-3e2c399ec9d54954bf81d452d1b41fda
Source dataset
uspto-grants-1998_06
Patent number
US05773612

Reaction notes

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