Potassium Carbonate → HCID 131722443, compound

HRID 1531941Notes

Reaction equation

HRID 1531941 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][NH:7][C:8]1[CH:9]=[C:10]([CH:15]=[C:16]([CH2:18][OH:19])[CH:17]=1)[C:11]([O:13][CH3:14])=[O:12])=[O:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH:27]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>CN(C)C=O>[CH2:1]([O:3][C:4]([CH2:6][N:7]([CH:27]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:8]1[CH:9]=[C:10]([CH:15]=[C:16]([CH2:18][OH:19])[CH:17]=1)[C:11]([O:13][CH3:14])=[O:12])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 236603BromodiphenylmethaneHCID 131722444Methyl 3-[(2-ethoxy-2-oxoethyl)amino]-5-(hydroxymethyl)benzoate

Product 1

HCID 131722443HCID 131722443, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of the product from step (iv) (3 g), potassium carbonate (15.48 g) and bromodiphenylmethane (2.77 g) in dimethylformamide (100 ml) was heated at 50° C. for 24 hours. The mixture was partitioned between ethyl acetate and brine. The organic phase was dried (MgSO4) and evaporated. Purified by chromatography eluting with 30% ethyl acetate in isohexane. Yield 0.51 g.

Workup

  1. customThe mixture was partitioned between ethyl acetate and brine
  2. dry with materialThe organic phase was dried (MgSO4)
  3. customevaporated
  4. customPurified by chromatography
  5. washeluting with 30% ethyl acetate in isohexane

Sources & evidence

ORD record
ord-cfb99fa1f422413482295afedb73c35c
Source dataset
uspto-grants-2001_03
Patent number
US06200981B1

Reaction notes

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