Hydrochloride methanol → HCID 86749997, compound

HRID 1900865Notes

Reaction equation

HRID 1900865 reaction equation
[NH2:1][C:2]1[CH:42]=[CH:41][CH:40]=[CH:39][C:3]=1[C:4]([S:17][CH2:18][CH2:19][C:20]([NH:22][CH2:23][CH:24]1[O:38][C:27]2=[C:28]3[C:33](=[C:34]([CH3:36])[CH:35]=[C:26]2[CH2:25]1)[NH:32][C:31](=[O:37])[CH:30]=[CH:29]3)=[O:21])([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[ClH:43].CO>CO.C(Cl)(Cl)Cl>[NH2:1][C:2]1[CH:42]=[CH:41][CH:40]=[CH:39][C:3]=1[C:4]([S:17][CH2:18][CH2:19][C:20]([NH:22][CH2:23][CH:24]1[O:38][C:27]2=[C:28]3[C:33](=[C:34]([CH3:36])[CH:35]=[C:26]2[CH2:25]1)[NH:32][C:31](=[O:37])[CH:30]=[CH:29]3)=[O:21])([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[ClH:43]

Participants

5

Reactant 2

HCID 21893726Hydrochloride methanolHCID 86749998HCID 86749998, compound

Product 1

HCID 86749997HCID 86749997, compoundYield 78.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

2-(2'-Amino-3'-tritylmercaptopropionyl)aminomethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one (1.05 g, 1.82 mmol) was dissolved in a mixture of methanol (5 ml) and chloroform (5 ml). To the resultant solution, 5% HCl/methanol (1.50 ml, 2.06 mmol) was added dropwise while cooling with ice-water. The mixture was stirred at room temperature for 20 minutes. The solvent was distilled off under reduced pressure. When the residue was recrystallized from methanol-ether, 879 mg of a hydrochloric acid salt of the first component was obtained as pale yellow crystals (78.8%).

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customWhen the residue was recrystallized from methanol-ether, 879 mg of a hydrochloric acid salt of the first component

Sources & evidence

ORD record
ord-8f091926ee3046bc8dd025d08662fa84
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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