N,O-Dimethylhydroxylamine → HCID 86693011, compound

HRID 2173276Notes

Reaction equation

HRID 2173276 reaction equation
[F:1][C:2]1[C:3]([I:15])=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]([C:12]([OH:14])=O)[O:7][CH2:6][CH2:5]2.C1N=CN(C(N2C=NC=C2)=O)C=1.[CH3:28][O:29][NH:30][CH3:31]>C(Cl)Cl>[F:1][C:2]1[C:3]([I:15])=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]([C:12]([N:30]([O:29][CH3:28])[CH3:31])=[O:14])[O:7][CH2:6][CH2:5]2

Participants

5

Reactant 3

HCID 14232N,O-DimethylhydroxylamineHCID 682631,1'-CarbonyldiimidazoleHCID 67517234HCID 67517234, compound

Product 1

HCID 86693011HCID 86693011, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 6-fluoro-5-iodo-3,4-dihydro-1H-isochromene-1-carboxylic acid (1.32 g, 4 mmol) and CDI (690 mg, 4.9 mmol) in 50 mL of dry DCM was stirred at r.t. for 3 hrs and then O,N-dimethyl-hydroxylamine (500 mg, 5.1 mmol) was added. The result mixture was stirred oversight. The solvents were removed under vacuum, and the residue was purified via column chromatograph to afford 6-fluoro-5-iodo-N-methoxy-N-methyl-3,4-dihydro-1H-isochromene-1-carboxamide.

Workup

  1. stirringThe result mixture was stirred oversight
  2. customThe solvents were removed under vacuum
  3. customthe residue was purified via column chromatograph

Sources & evidence

ORD record
ord-0cbb2e24206e471fa3a8876bd17d68a7
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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