Water → 9-[2-(1-Imidazolyl)ethyl]-2,4-di-1-pyrrolidinyl-9H-pyrimido[4,5-b]indole sulfuric acid salt

HRID 482323Notes

Reaction equation

HRID 482323 reaction equation
[N:1]1([CH2:6][CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]3[C:17]([N:26]4[CH2:30][CH2:29][CH2:28][CH2:27]4)=[N:18][C:19]([N:21]4[CH2:25][CH2:24][CH2:23][CH2:22]4)=[N:20][C:9]2=3)[CH:5]=[CH:4][N:3]=[CH:2]1.[S:31](=[O:35])(=[O:34])([OH:33])[OH:32].O>CC(O)C>[S:31](=[O:33])(=[O:32])([OH:35])[OH:34].[N:1]1([CH2:6][CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]3[C:17]([N:26]4[CH2:30][CH2:29][CH2:28][CH2:27]4)=[N:18][C:19]([N:21]4[CH2:22][CH2:23][CH2:24][CH2:25]4)=[N:20][C:9]2=3)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 190640889-[2-(1-Imidazolyl)ethyl]-2,4-di-1-pyrrolidinyl-9H-pyrimido[4,5-b]indole

Product 1

HCID 190640879-[2-(1-Imidazolyl)ethyl]-2,4-di-1-pyrrolidinyl-9H-pyrimido[4,5-b]indole sulfuric acid salt

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 9-[2-(1-imidazolyl)ethyl]-2,4-di-1-pyrrolidinyl-9H-pyrimido[4,5-b]indole (I, EXAMPLE8, 0.334 g), sulfuric acid (0.5M, 1.73 mL), water (2 mL) and 2-propanol (20 mL) is warmed gently until the mixture becomes homogeneous. Following removal of the solvents at reduced pressure, the solid product is recrystallized from ethanol/acetone to give the title compound, mp=262°-263°.

Workup

  1. temperatureis warmed gently until the mixture
  2. customremoval of the solvents at reduced pressure
  3. customthe solid product is recrystallized from ethanol/acetone

Sources & evidence

ORD record
ord-abbfd852f8cc4f00a080c5f8b126edf8
Source dataset
uspto-grants-1998_08
Patent number
US05795986

Reaction notes

Loading…