Triethylamine → HCID 86634426, compound

HRID 1661217Notes

Reaction equation

HRID 1661217 reaction equation
[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][CH:4]=[C:3]([N:7]2[CH:11]=[C:10]([C:12](Cl)=[O:13])[N:9]=[CH:8]2)[CH:2]=1.C(N(CC)CC)C.Cl.[CH3:29][NH:30][O:31][CH3:32]>ClCCl>[CH3:32][O:31][N:30]([CH3:29])[C:12]([C:10]1[N:9]=[CH:8][N:7]([C:3]2[CH:2]=[C:1]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:6]=[CH:5][CH:4]=2)[CH:11]=1)=[O:13]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 86634424HCID 86634424, compound

Product 1

HCID 86634426HCID 86634426, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The above product (11a) was dissolved in dichloromethane (20 ml). Triethylamine (10 ml) and N,O-dimethylhydroxylamine hydrochloride (0.83 g, 8.3 mmol) were added and the resultant mixture was stirred at ambient conditions overnight. The reaction mixture was concentrated under reduced pressure and the concentrate was purified by column chromatography on silica gel using a mixture of 0.8% methanol in chloroform as the eluent to afford 12a (1.2 g).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe concentrate was purified by column chromatography on silica gel using
  3. additiona mixture of 0.8% methanol in chloroform as the eluent

Sources & evidence

ORD record
ord-47c8de74ed6e40b6ae3ec2c76042decf
Source dataset
uspto-grants-2011_10
Patent number
US08030339B2

Reaction notes

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