Water → HCID 20249303, compound

HRID 1285544Notes

Reaction equation

HRID 1285544 reaction equation
[CH3:1][O:2][C:3]1[CH:31]=[CH:30][CH:29]=[CH:28][C:4]=1[O:5][CH2:6][CH:7]([OH:27])[CH2:8][N:9]1[CH2:14][CH2:13][N:12]([CH2:15][C:16]([NH:18][C:19]2[C:24]([CH3:25])=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:26])=[O:17])[CH2:11][CH2:10]1.[C:32](OC(=O)C)(=[O:34])[CH3:33].O>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:31]=[CH:30][CH:29]=[CH:28][C:4]=1[O:5][CH2:6][CH:7]([O:27][C:32](=[O:34])[CH3:33])[CH2:8][N:9]1[CH2:14][CH2:13][N:12]([CH2:15][C:16]([NH:18][C:19]2[C:20]([CH3:26])=[CH:21][CH:22]=[CH:23][C:24]=2[CH3:25])=[O:17])[CH2:11][CH2:10]1

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 56959Ranolazine

Product 1

HCID 20249303HCID 20249303, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

One g of 1-[3-(2-methoxyphenoxy)-2-hydroxypropyl]-4-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperazine is dissolved in 25 ml of pyridine and cooled in an ice bath to 0°-5° C. Acetic anhydride (0.6 g) is slowly added and the reaction is stirred for 2 hours. After the addition of 100 ml of water, the reaction mixture is extracted twice with 100 ml portions of diethylether. After combining, the ether extract is washed twice with 100 ml of water and evaporated to dryness to produce 1-[3-(2-methoxyphenoxy)-2-acetoxypropyl]-4-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperazine as an oil.

Workup

  1. temperaturecooled in an ice bath to 0°-5° C
  2. extractionthe reaction mixture is extracted twice with 100 ml portions of diethylether
  3. extractionthe ether extract
  4. washis washed twice with 100 ml of water
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-cd14bb779f50411a8edb1e13cdc535c3
Source dataset
uspto-grants-1986_01
Patent number
US04567264

Reaction notes

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