HCID 66704562, compound → HCID 59364335, compound

HRID 426044Notes

Reaction equation

HRID 426044 reaction equation
[CH3:1][O:2][C:3]([NH:5][CH2:6][CH2:7][O:8][CH:9]([C:21]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=1[CH3:28])[CH2:10][CH2:11][N:12](C)[C:13](=O)OC(C)(C)C)=[O:4]>C(O)(C(F)(F)F)=O.C(Cl)Cl>[Cl:27][C:25]1[CH:24]=[CH:23][C:22]([CH3:28])=[C:21]([CH:9]([O:8][CH2:7][CH2:6][NH:5][C:3](=[O:4])[O:2][CH3:1])[CH2:10][CH2:11][NH:12][CH3:13])[CH:26]=1

Participants

3

Reactant 1

HCID 66704562HCID 66704562, compound

Product 1

HCID 59364335HCID 59364335, compoundYield 143.8%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

tert-butyl 3-(2-(methoxycarbonyl)aminoethoxy)-3-(2-methyl-5-chlorophenyl)propyl(methyl)carbamate (110 mg) was dissolved in a solution of 20% (V/V) TFA/CH2Cl2 (10 mL). The reaction mixture was stirred at room temperature for 1 h. The reaction mixture was concentrated in vacuo to afford methyl 2-(1-(5-chloro-2-methylphenyl)-3-(methylamino)propoxy)ethylcarbamate (120 mg, 100%).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-d23ac87b94a34d33ad59c4116f672bf0
Source dataset
uspto-grants-2012_01
Patent number
US08106221B2

Reaction notes

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