1-Propanol → HCID 4713437, compound

HRID 569034Notes

Reaction equation

HRID 569034 reaction equation
N[C:2]1[N:3]=[CH:4][C:5]2[NH:6][C:7]3[C:12]([C:13]=2[CH:14]=1)=[CH:11][CH:10]=[CH:9][CH:8]=3.[CH2:15]([OH:18])[CH2:16][CH3:17]>>[CH2:15]([O:18][C:2]1[N:3]=[CH:4][C:5]2[NH:6][C:7]3[C:12]([C:13]=2[CH:14]=1)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH2:16][CH3:17]

Participants

3

Reactant 2

HCID 10311-PropanolHCID 1195373-Aminonorharman

Product 1

HCID 4713437HCID 4713437, compound

Procedure

184 mg of 3-amino-β-carboline are mixed with 0.5 ml of i-amylnitrite in 15 ml of n-propanol at room temperature and stirred for 15 minutes. Then it is heated for 4.5 hours to 80° C. bath temperature. After concentration, it is chromatographed on silica gel with methylene/chloride/acetone=1:1 as eluant. After concentration and recrystallization of the corresponding fractions from diisopropyl ether/cyclohexane, 120 mg of 3-propoxy-β-carboline with a 147°-151° C. melting point are obtained.

Workup

  1. temperatureThen it is heated for 4.5 hours to 80° C. bath temperature
  2. concentrationAfter concentration, it
  3. customis chromatographed on silica gel with methylene/chloride/acetone=1:1 as eluant
  4. concentrationAfter concentration and recrystallization of the corresponding fractions from diisopropyl ether/cyclohexane, 120 mg of 3-propoxy-β-carboline with a 147°-151° C.
  5. customare obtained

Sources & evidence

ORD record
ord-8d676f35f0b1479199a38ca2fa54eec6
Source dataset
uspto-grants-1988_03
Patent number
US04731358

Reaction notes

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