Pyridine → 5-(1-Hydroxy-2-isopropylaminobutyl)-8-isobutyryloxy-3,4-dihydrocarbostyril hydrochloride

HRID 27778

Reaction equation

HRID 27778 reaction equation
N1C=CC=CC=1.Cl.[OH:8][CH:9]([C:17]1[CH:26]=[CH:25][C:24]([OH:27])=[C:23]2[C:18]=1[CH2:19][CH2:20][C:21](=[O:28])[NH:22]2)[CH:10]([NH:13][CH:14]([CH3:16])[CH3:15])[CH2:11][CH3:12].[C:29]([Cl:34])(=[O:33])[CH:30]([CH3:32])[CH3:31].C(OCC)C>CC(C)=O>[ClH:34].[OH:8][CH:9]([C:17]1[CH:26]=[CH:25][C:24]([O:27][C:29](=[O:33])[CH:30]([CH3:32])[CH3:31])=[C:23]2[C:18]=1[CH2:19][CH2:20][C:21](=[O:28])[NH:22]2)[CH:10]([NH:13][CH:14]([CH3:16])[CH3:15])[CH2:11][CH3:12]

Participants

6

Procedure

25 ml of pyridine was added to 1 g of 5-(1-hydroxy-2-isopropylaminobutyl)-8-hydroxy-3,4-dihydrocarbostyril hydrochloride, and 3 ml of isobutyryl chloride was added dropwise to the mixture while cooling with ice-water and stirring followed by stirring for 3 hours. After addition of about 200 ml of diethyl ether, acetone was added to the precipitate formed to obtain a crystalline product. The product thus obtained was recrystallized from acetone to obtain 0.8 g of 5-(1-hydroxy-2-isopropylaminobutyl)-8-isobutyryloxy-3,4-dihydrocarbostyril hydrochloride having a melting point of 239°-240° C. (with coloration and decomposition).

Workup

  1. additionwas added dropwise to the mixture
  2. stirringby stirring for 3 hours
  3. additionwas added to the precipitate
  4. customformed
  5. customto obtain a crystalline product
  6. customThe product thus obtained
  7. customwas recrystallized from acetone

Sources & evidence

ORD record
ord-3ba34678f508400ba2fa46962c693bc6
Source dataset
uspto-grants-1980_09
Patent number
US04223137

Linked notes

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