Triethylamine → HCID 14673941, compound

HRID 1199422Notes

Reaction equation

HRID 1199422 reaction equation
[CH3:1][C:2]1([CH3:17])[O:14][C:6]2=[CH:7][C:8]3[C:9]([CH:13]=[C:5]2[CH:4]([NH2:15])[CH:3]1[OH:16])=[N:10][O:11][N:12]=3.C(N(CC)CC)C.[Br:25][CH2:26][C:27](Cl)=[O:28]>C(Cl)Cl>[CH3:1][C:2]1([CH3:17])[O:14][C:6]2=[CH:7][C:8]3[C:9]([CH:13]=[C:5]2[CH:4]([NH:15][C:27](=[O:28])[CH2:26][Br:25])[CH:3]1[OH:16])=[N:10][O:11][N:12]=3

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 89602Bromoacetyl chlorideHCID 11107308(+)-7,8-dihydro-6,6-dimethyl-7-hydroxy-8-amino-6H-pyrano[2,3-f]benz-2,1,3-oxadiazole

Product 1

HCID 14673941HCID 14673941, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 180 mg (0.765 m mol) of 7,8-dihydro-6,6-dimethyl-7-hydroxy-8-amino-6H-pyrano [2,3-f] benzo-2,1,3-oxadiazole, 117 μl (0.842 m mol) of triethylamine and 20 ml of methylene chloride were added 73 μl (0.842 m mol) of bromoacetyl chloride with stirring at the room temperature, followed by further stirring for 1 hour. After the completion of the reaction, the precipitated crystal was filtered to obtain 199 mg of the intended compound. (yield: 73%).

Workup

  1. stirringby further stirring for 1 hour
  2. customAfter the completion of the reaction
  3. filtrationthe precipitated crystal was filtered

Sources & evidence

ORD record
ord-0a48a67483404645a98a1010c6237e5b
Source dataset
uspto-grants-1990_02
Patent number
US04900752

Reaction notes

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