Methyl iodide → HCID 86620648, compound

HRID 1157685Notes

Reaction equation

HRID 1157685 reaction equation
[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([NH:12][C:13](=[O:16])[O:14][CH3:15])=[CH:9][CH:10]=2)[CH2:5][CH2:4][N:3]=1.[CH3:17]I.[BH4-].[Na+]>CCOC(C)=O>[CH3:1][CH:2]1[C:11]2[C:6](=[CH:7][C:8]([NH:12][C:13](=[O:16])[O:14][CH3:15])=[CH:9][CH:10]=2)[CH2:5][CH2:4][N:3]1[CH3:17]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 4311764Sodium borohydrideHCID 86620647HCID 86620647, compound

Product 1

HCID 86620648HCID 86620648, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1.00 g (4.5 mmol) methyl (1-methyl-3,4-dihydro-isoquinolin-6-yl)-carbamate, 2.3 ml (37 mmol) methyl iodide and 25 ml EtOAc is stirred for 72 h. The crystals precipitated are filtered off, taken up in 10 ml of methanol and 140 mg (3.6 mmol) sodium borohydride are added batchwise. After 2 h the mixture is concentrated and purified by chromatography (silica gel; dichloromethane/methanol 90:10).

Workup

  1. customThe crystals precipitated
  2. filtrationare filtered off
  3. concentrationAfter 2 h the mixture is concentrated
  4. custompurified by chromatography (silica gel; dichloromethane/methanol 90:10)

Sources & evidence

ORD record
ord-087cad00b04b4dc582ac22bf877e6bd8
Source dataset
uspto-grants-2010_10
Patent number
US07807693B2

Reaction notes

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