Methanol → HCID 118251587, compound

HRID 2203182Notes

Reaction equation

HRID 2203182 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[N:10]([CH2:14][C:15]1[CH:16]=[C:17]([Cl:28])[CH:18]=[C:19]3[C:23]=1[N:22]([CH2:24][CH:25]([CH3:27])[CH3:26])[N:21]=[CH:20]3)[C:9](=[O:29])[CH2:8]2)=[O:4].[OH-].[Li+].O.CO>O1CCCC1>[Cl:28][C:17]1[CH:18]=[C:19]2[C:23](=[C:15]([CH2:14][N:10]3[C:11]4[C:7](=[CH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:13][CH:12]=4)[CH2:8][C:9]3=[O:29])[CH:16]=1)[N:22]([CH2:24][CH:25]([CH3:27])[CH3:26])[N:21]=[CH:20]2

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 118251610HCID 118251610, compound

Product 1

HCID 118251587HCID 118251587, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of compound 65 (0.021 g, 0.05 mmol), lithium hydroxide (0.09 g, 0.208 mmol) in a mixture of tetrahydrofuran (1.5 mL), water (0.5 mL) and methanol (0.5 mL) was heated at 100° C. under microwave conditions for 10 minutes. Then, the reaction was quenched by adding water and diluted with ethyl acetate. The organic layer was separated, washed with Brine, dried (MgSO4), filtered and the solvent was evaporated.

Workup

  1. customThen, the reaction was quenched
  2. additionby adding water
  3. additiondiluted with ethyl acetate
  4. customThe organic layer was separated
  5. washwashed with Brine
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customthe solvent was evaporated

Sources & evidence

ORD record
ord-feaa611dad224e519b2071159e9ee772
Source dataset
uspto-grants-2016_06
Patent number
US09365569B2

Reaction notes

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