Triethylamine → HCID 178496250, compound

HRID 900257Notes

Reaction equation

HRID 900257 reaction equation
[OH:1][NH:2][C:3](=[NH:13])[CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH3:12].CCN(CC)CC.[CH3:21][O:22][C:23](=[O:26])[C:24]#[CH:25]>C(Cl)Cl>[CH3:21][O:22][C:23](=[O:26])[CH:24]=[CH:25][O:1][NH:2][C:3](=[NH:13])[CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH3:12]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13536Methyl propiolateHCID 178496249HCID 178496249, compound

Product 1

HCID 178496250HCID 178496250, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a vigorously stirred mixture of crude N-hydroxy-2-[2-(2-methoxy-ethoxy)-ethoxy]-acetamidine (3.02 g) and NEt3 (2.30 mL) in DCM (40 mL) was added propynoic acid methyl ester (1.43 mL) dropwise. The mixture was stirred for 30 min at RT, washed with water, dried over anhydrous MgSO4 and concentrated in vacuo. The residue, crude 3-({2-[2-(2-Methoxy-ethoxy)-ethoxy]-acetimidoyl}-aminooxy)-acrylic acid methyl ester (4.50 g) was directly used in the next step.

Workup

  1. washwashed with water
  2. dry with materialdried over anhydrous MgSO4
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-66b06842aaa54e5ea3fa8563fdbd9789
Source dataset
uspto-grants-2008_04
Patent number
US07358268B2

Reaction notes

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