MeOH tetrahydrofuran → HCID 57986398, compound

HRID 2415784Notes

Reaction equation

HRID 2415784 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:15]2[O:14][CH2:13][CH2:12][CH2:11][O:10][C:9]=2[C:8]([N+:16]([O-])=O)=[CH:7][CH:6]=1)=[O:4].C1COCC1.CO>C(OCC)C.[Pd]>[CH3:1][O:2][C:3]([C:5]1[C:15]2[O:14][CH2:13][CH2:12][CH2:11][O:10][C:9]=2[C:8]([NH2:16])=[CH:7][CH:6]=1)=[O:4]

Participants

5

Reactant 2

HCID 21899815MeOH tetrahydrofuranHCID 69757320HCID 69757320, compound

Product 1

HCID 57986398HCID 57986398, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3283Diethyl EtherSolvent

Conditions

Temperature
70 °C

Procedure

To a mixture of 9-nitro-3,4-dihydro-2H-benzo[b][1,4]dioxepine-6-carboxylic acid methyl ester (C-5; 2.53 g) and Pd/C (450 mg) suspended in 90 mL of a 1/1 mixture of THF/CH3OH was added HCO2HN4 (3.153 g) and the resulting reaciton heated to 70° C. for 30 minutes. The reaction was diluted with 900 mL of diethyl ether. The resulting solution was filtered through celite and the organic solvent removed in vacuo to yield 2.152 g of white crystalline soldid. AP+ 192 (—OCH3).

Workup

  1. additionwas added HCO2HN4 (3.153 g)
  2. filtrationThe resulting solution was filtered through celite
  3. customthe organic solvent removed in vacuo
  4. customto yield 2.152 g of white

Sources & evidence

ORD record
ord-ab7e94d5f72e4101b72e64984520c4c9
Source dataset
uspto-grants-2004_11
Patent number
US06821977B2

Reaction notes

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