Ethyl 3-isocyanatopropanoate → HCID 66700079, compound

HRID 403677Notes

Reaction equation

HRID 403677 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:9]=[C:10]([I:14])[C:11]=1[O:12][CH3:13])[NH2:8])([CH3:4])([CH3:3])[CH3:2].[N:15]([CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])=[C:16]=[O:17]>>[C:1]([C:5]1[CH:6]=[C:7]([NH:8][C:16](=[O:17])[NH:15][CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:9]=[C:10]([I:14])[C:11]=1[O:12][CH3:13])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 2733373Ethyl 3-isocyanatopropanoateHCID 57419443HCID 57419443, compound

Product 1

HCID 66700079HCID 66700079, compoundYield 83%

Procedure

3-tert-Butyl-5-iodo-4-methoxyaniline (305 mg, 1 mmol) and ethyl 3-isocyanatopropionate were reacted in the same manner as Example 15 Part A and purified on an Isco 40 g silica cartridge eluting with ethyl acetate/hexane (0% to 25%) to give the title compound (373 mg, 83%).

Workup

  1. custompurified on an Isco 40 g silica cartridge
  2. washeluting with ethyl acetate/hexane (0% to 25%)

Sources & evidence

ORD record
ord-90bed1d348d84f6183d4cf8b57fc2373
Source dataset
uspto-grants-2014_06
Patent number
US08748443B2

Reaction notes

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