Methanol → HCID 86705062, compound

HRID 1477927Notes

Reaction equation

HRID 1477927 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:14]2[C:22]3[C:17](=[C:18]([NH:23]C(=O)OC(C)(C)C)[CH:19]=[CH:20][CH:21]=3)[CH:16]=[CH:15]2)([CH:11]2C[O:12]2)[CH2:9][CH3:10])=[CH:4][CH:3]=1.[CH3:31][O:32][Na].[CH3:34]O>>[NH2:23][C:18]1[CH:19]=[CH:20][CH:21]=[C:22]2[C:17]=1[CH:16]=[CH:15][N:14]2[C:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)([CH2:9][CH3:10])[CH:11]([OH:12])[CH2:34][O:32][CH3:31]

Participants

4

Reactant 3

HCID 887MethanolHCID 86705061HCID 86705061, compoundHCID 178418582HCID 178418582, compound

Product 1

HCID 86705062HCID 86705062, compound

Conditions

Temperature
120 °C

Procedure

To a solution of the product from Step A (60 mg, 0.140 mmol) in MeOH (3 mL) was added MeONa (15 mg, 0.281 mmol). The mixture was stirred at 120° C. under microwave for 0.5 h. The solution was removed and the residue was purified by PREP-TLC eluting with PE/EA (1/1, v/v) to give the title compound as a colorless amorphous solid. LC/MS m/z=359.1[M+H]+.

Workup

  1. customThe solution was removed
  2. customthe residue was purified
  3. washby PREP-TLC eluting with PE/EA (1/1

Sources & evidence

ORD record
ord-9dda9e33a44c4aeea95af2bd858fbe88
Source dataset
uspto-grants-2016_08
Patent number
US09403807B2

Reaction notes

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