Methylamine → HCID 67485059, compound

HRID 229997Notes

Reaction equation

HRID 229997 reaction equation
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7](F)[CH:6]=1)[CH:2]=[CH2:3].[CH3:15][NH2:16]>C1COCC1>[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7]([CH:6]=1)[NH:16][CH3:15])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 67484939HCID 67484939, compound

Product 1

HCID 67485059HCID 67485059, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound of Example 11 Step A (15.2 mmol, 3.01 g) was stirred in 15 mL of 2 M methylamine in THF at 0° C. After the reaction was complete, the reaction mixture was concentrated under reduced pressure and the residue was partitioned into DCM/brine. The organic phase was concentrated under reduced pressure affording the product as a bright yellow solid. 1H NMR (500 MHz, d6-DMSO): δ 8.03 (d, 1H), 6.30-6.36 (overlapping m, 2H), 6.06 (m, 1H), 5.44 (m, 1H), 5.31 (m, 1H), 2.96 (d, 3H). MS (ESI): m/z 209 (M+H). HPLC A: 2.20 min.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customthe residue was partitioned into DCM/brine
  3. concentrationThe organic phase was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b62676b1f17d4b929e64aa588cb67ff7
Source dataset
uspto-grants-2009_07
Patent number
US07563815B2

Reaction notes

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