Methylamine → HCID 69416608, compound

HRID 1268712Notes

Reaction equation

HRID 1268712 reaction equation
C[O:2][C:3]([C@H:5]1[C@@H:12]2[C@@H:8]([O:9][C:10]([CH3:14])([CH3:13])[O:11]2)[CH2:7][S:6]1)=O.[CH3:15][NH2:16]>O1CCCC1>[CH3:15][NH:16][C:3]([C@@H:5]1[C@@H:12]2[C@@H:8]([O:9][C:10]([CH3:14])([CH3:13])[O:11]2)[CH2:7][S:6]1)=[O:2]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 69419189HCID 69419189, compound

Product 1

HCID 69416608HCID 69416608, compoundYield 87.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

1.1 g (0.005 mol) of (3aS,4R,6aR)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxole-4-carboxylic acid methyl ester compound (7) from the aforementioned Experimental Example 7 were dissolved in 40 mL (0.080 mol) of 2N methylamine solution in tetrahydrofuran, which was stirred at 50° C. for 24 h in a sealed container. After concentration under reduced pressure, the obtained concentrate was purified by silica gel column chromatography using the eluant (hexane:ethyl acetate=2:1) to obtain 953 mg (yield: 87%) of (3aS,4S,6aR)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxole-4-carboxylic acid methyl amide as an oil.

Workup

  1. concentrationAfter concentration under reduced pressure
  2. concentrationthe obtained concentrate
  3. customwas purified by silica gel column chromatography

Sources & evidence

ORD record
ord-20926b0af58944b8b039f8b7b3ffa4ac
Source dataset
uspto-grants-2007_04
Patent number
US07199127B2

Reaction notes

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