Potassium Carbonate → HCID 66695941, compound

HRID 1752641Notes

Reaction equation

HRID 1752641 reaction equation
C([O:4][CH2:5][C:6]([NH:8][CH2:9][CH2:10][C:11]1[CH:15]=[C:14]([C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:18][CH:17]=2)[N:13]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:12]=1[CH3:32])=[O:7])(=O)C.C([O-])([O-])=O.[K+].[K+]>CO.O>[OH:4][CH2:5][C:6]([NH:8][CH2:9][CH2:10][C:11]1[CH:15]=[C:14]([C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:18][CH:17]=2)[N:13]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:12]=1[CH3:32])=[O:7]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 86688742HCID 86688742, compound

Product 1

HCID 66695941HCID 66695941, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

A solution of 2-(acetoxy)-N-[2-(1-phenyl-2-methyl-5-(4-methylsulphonylphenyl)-1H-pyrrol-3-yl)-ethyl]acetamide (0.95 g, 0.210 mmol) in methanol (10 mL) is treated with K2CO3 (0.58 g, 0.421 mmol) in water (10 mL). The reaction mixture is heated at 50° C. for 2 h, then it is concentrated and the residue is extracted with CH2Cl2. It is dried and concentrated, obtaining the product at yield of 98%. 1H NMR 400 MHz, CDCl3: δ 2.05 (s, 3H), 2.41 (s, 1H), 2.74 (t, J=4.00 Hz, 2H), 3.00 (s, 3H), 3.56-3.58 (m, 2H), 4.13 (s, 2H), 6.44 (s, 1H), 6.56 (s, 1H), 7.14-7.16 (m, 4H), 7.39-7.44 (m, 3H), 7.65 (d, J=8.00 Hz, 2H).

Workup

  1. concentrationit is concentrated
  2. extractionthe residue is extracted with CH2Cl2
  3. customIt is dried
  4. concentrationconcentrated
  5. customobtaining the product at yield of 98%

Sources & evidence

ORD record
ord-efbccc84ce5849de826bb599fb7e9066
Source dataset
uspto-grants-2015_10
Patent number
US09162979B2

Reaction notes

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