Triethyl methanetricarboxylate → HCID 67230926, compound

HRID 1511909Notes

Reaction equation

HRID 1511909 reaction equation
C(O[C:6](=[O:20])[N:7]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[N:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1)(C)(C)C.[CH2:21]([O:23][C:24](=[O:36])[CH:25](C(OCC)=O)[C:26](OCC)=[O:27])[CH3:22]>>[CH2:21]([O:23][C:24]([C:25]1[C:6](=[O:20])[N:7]([CH2:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:8]2[CH:9]=[CH:10][CH:11]=[C:12]2[C:26]=1[OH:27])=[O:36])[CH3:22]

Participants

3

Reactant 2

HCID 80471Triethyl methanetricarboxylateHCID 67230052HCID 67230052, compound

Product 1

HCID 67230926HCID 67230926, compound

Procedure

A mixture of benzyl-pyrrol-1-yl-carbamic acid tert-butyl ester (1.28 g, 4.70 mmol) and 2-ethoxycarbonyl-malonic acid diethyl ester (3.0 mL) in a test tube was heated in an oil bath (bath temperature: 220° C. to 230° C.) for 10 min; TLC (EtOAc/hexanes:1/1 by volume) showed good conversion; then cooled, the reaction mixture was directly purified with silica gel column to give the desired product as brown solid (1.00 g). ESI (m/z): 313 (M+H)+.

Workup

  1. temperaturewas heated in an oil bath (bath temperature: 220° C. to 230° C.) for 10 min
  2. temperaturethen cooled
  3. customthe reaction mixture was directly purified with silica gel column

Sources & evidence

ORD record
ord-400293025ef64bb1980395d9da7e5c11
Source dataset
uspto-grants-2012_07
Patent number
US08217043B2

Reaction notes

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