Dichloromethane → HCID 86718895, compound

HRID 528869Notes

Reaction equation

HRID 528869 reaction equation
[CH3:1][N:2]([CH2:4][C@@H:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][N:6]1C(OC(C)(C)C)=O)[CH3:3].C(O)(C(F)(F)F)=O.C(Cl)[Cl:30]>>[ClH:30].[CH3:1][N:2]([CH3:3])[CH2:4][C@@H:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][NH:6]1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 59009752HCID 59009752, compound

Product 1

HCID 86718895HCID 86718895, compound

Procedure

To a solution of (S)-tert-butyl 3-((dimethylamino)methyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (Edwards, P. J., European Patent Application No. 1598341 (2005)) (66 mg, 0.23 mmol) in CH2Cl2 (2.3 mL) was added TFA (1.4 mL, 18.1 mmol). After stirring for 3 h at room temperature, the reaction mixture was concentrated in vacuo. Next, HCl (1N solution in Et2O) was added and the mixture was concentrated in vacuo (3×) to give a crude oil which was used without purification in the preparation of Example 108. MS(ESI+) m/z 790.2 (M+H)+.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. additionNext, HCl (1N solution in Et2O) was added
  3. concentrationthe mixture was concentrated in vacuo (3×)
  4. customto give a crude oil which
  5. customwas used without purification in the preparation of Example 108

Sources & evidence

ORD record
ord-2ed609dc235d44e1824a6d18274d8b75
Source dataset
uspto-grants-2016_05
Patent number
US09346795B2

Reaction notes

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