Dichloromethane → HCID 12017937, compound

HRID 1826069Notes

Reaction equation

HRID 1826069 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([OH:12])=O)=[CH:5][CH:4]=1.[CH3:15][O:16][CH:17]([CH2:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([NH2:31])[CH:24]=1)[C:18]([O:20][CH3:21])=[O:19].Cl[CH2:33]Cl>>[CH3:15][O:16][CH:17]([CH2:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[C:25]([NH:31][C:10](=[O:12])[CH2:9][C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:14])[F:13])=[CH:8][CH:7]=2)[CH:24]=1)[C:18]([O:20][CH2:21][CH3:33])=[O:19]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 118342(alpha,alpha,alpha-Trifluoro-4-tolyl)acetic acidHCID 22139988HCID 22139988, compound

Product 1

HCID 12017937HCID 12017937, compound

Procedure

4-Trifluoromethylphenylacetic acid (316 mg, 1.50 mmol) and methyl 2-methoxy-3-(3-amino-4-methoxyphenyl)propanoate (253 mg, 0.999 mmol) were dissolved in dichloromethane (10 mL) and, after N-cyclohexyl-carbodiimido-N′-methyl polystyrene (1.46 g, 2.26 mmol) was added, the mixture was stirred for 30.5 hours at room temperature. The insolubles were removed by filtration and the filtrate was concentrated under reduced pressure to afford the title product quantitatively as brown crystals.

Workup

  1. customThe insolubles were removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-abb911ff05914c65b339a53654e53aca
Source dataset
uspto-grants-2006_05
Patent number
US07049342B2

Reaction notes

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