8-Chloro-2-(2-(diethylamino)ethyl)-2H-(1)benzothiopyrano(4,3,2-cd)indazole-5-methanol → (E)-7-(3-pyridyl)-7-phenyl-6-heptenoic acid hydrochloride

HRID 4519Notes

Reaction equation

HRID 4519 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3](/[C:7](/[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:8]/[CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH:2]=1.CCN(CCN1N=C2C3C(SC4C=C([Cl:47])C=CC=42)=C(CO)C=CC1=3)CC>Cl>[ClH:47].[N:1]1[CH:6]=[CH:5][CH:4]=[C:3](/[C:7](/[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[CH:8]/[CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH:2]=1

Participants

4

Reactant 2

HCID 322498-Chloro-2-(2-(diethylamino)ethyl)-2H-(1)benzothiopyrano(4,3,2-cd)indazole-5-methanolHCID 5284442Isbogrel

Product 1

HCID 70408325(E)-7-(3-pyridyl)-7-phenyl-6-heptenoic acid hydrochloride

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To (E)-7-(3-pyridyl)-7-phenyl-6-heptenoic acid (Ia-4, 300 mg was dissolved in 2N HCl (5 ml). The solution was concentrated under reduced pressure. Recrystallization of the resulting crystals from ethanol-isopropyl ether gave (E)-7-(3-pyridyl)-7-phenyl-6-heptenoic acid hydrochloride (Ii-75) (285 mg), m.p. 163°-165° C. Physicochemical properties including other data are shown in Table 6.

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. customRecrystallization of the resulting crystals from ethanol-isopropyl ether

Sources & evidence

ORD record
ord-044f299de98846bab0cf25d80cf220f1
Source dataset
uspto-grants-1988_02
Patent number
US04727078

Reaction notes

Loading…