Methyl bromoacetate → HCID 11584039, compound

HRID 1593690Notes

Reaction equation

HRID 1593690 reaction equation
[CH3:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([NH:8][CH:9]2[C:14]([CH3:16])([CH3:15])[CH:13]3[CH2:17][C:10]2([CH3:18])[CH2:11][CH2:12]3)=[O:7])=[CH:4][C:3]=1[S:21]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)(=[O:23])=[O:22].[CH3:30][O:31][C:32](=[O:35])[CH2:33]Br.C(OC(=O)C)C.CCCCCC>ClCCl>[CH3:30][O:31][C:32](=[O:35])[CH2:33][N:27]1[CH2:28][CH2:29][N:24]([S:21]([C:3]2[CH:4]=[C:5]([C:6](=[O:7])[NH:8][CH:9]3[C:14]([CH3:15])([CH3:16])[CH:13]4[CH2:17][C:10]3([CH3:18])[CH2:11][CH2:12]4)[CH:19]=[CH:20][C:2]=2[CH3:1])(=[O:23])=[O:22])[CH2:25][CH2:26]1

Participants

5

Reactant 3

HCID 60984Methyl bromoacetateHCID 11582509HCID 11582509, compoundHCID 21226206Ethyl acetate hexane

Product 1

HCID 11584039HCID 11584039, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 30 was prepared from 117 mg 29 by stirring in 5 mL dry dichloromethane adding 100 μl N,N-diisopropylethylamine and 25 μl bromoacetic acid methylester overnight at room temperature. After aqueous work-up the product 30 was isolated by SiO2 chromatography (5-20% ethylacetate/hexane) and 23 mg of an off white solid was obtained (21% yield). MS (M+1)=492.

Workup

  1. customat room temperature

Sources & evidence

ORD record
ord-7b8dab7e2b174cf68537eb20eea08b25
Source dataset
uspto-grants-2007_11
Patent number
US07297796B2

Reaction notes

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