Sodium borohydride → HCID 23160752, compound

HRID 1867230Notes

Reaction equation

HRID 1867230 reaction equation
[BH4-].[Na+].[CH3:3][C:4]1([CH3:24])[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:14]2[CH:15]=[N:16][C:17]3[C:22]([CH:23]=2)=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:5]1>C(O)C>[CH3:3][C:4]1([CH3:24])[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]([C:14]2[CH:15]=[N:16][C:17]3[C:22]([CH:23]=2)=[CH:21][CH:20]=[CH:19][CH:18]=3)[NH:5]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 23160906HCID 23160906, compound

Product 1

HCID 23160752HCID 23160752, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium borohydride (370 mg, 1.0 mmol) was added to an ethanol (30 mL) solution of 3-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline (650 mg, 2.7 mmol) followed by heating and refluxing for 3 hours, pouring this reaction solution into ice water, extracting with ethyl acetate, and applying the resulting residue to chromatography to obtain 420 mg of the target compound (yield: 54%).

Workup

  1. temperatureby heating
  2. temperaturerefluxing for 3 hours
  3. extractionextracting with ethyl acetate

Sources & evidence

ORD record
ord-3c888ab90f2d4823b90a8e2191497945
Source dataset
uspto-grants-2009_12
Patent number
US07632783B2

Reaction notes

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