Sulfuric acid magnesium salt (1:1) → HCID 86683391, compound

HRID 579424Notes

Reaction equation

HRID 579424 reaction equation
Br.[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[CH:13]=[O:14])[CH2:9][NH:8][CH2:7][CH2:6]2.Cl.[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[N:19][CH:18]=1.C(N(C(C)C)C(C)C)C.[O-]S([O-])(=O)=O.[Mg+2]>ClCCCl>[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[CH:13]=[O:14])[CH2:9][N:8]([C:16]([C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1)=[O:23])[CH2:7][CH2:6]2

Participants

6

Reactant 4

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 81531DiisopropylethylamineHCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 86683392HCID 86683392, compound

Product 1

HCID 86683391HCID 86683391, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a stirred suspension of 6-hydroxy-1,2,3,4-tetrahydro-isoquinoline-7-carbaldehyde hydrobromide (129 mg, 0.5 mmol) and nicotinoyl chloride hydrochloride (107 mg, 0.6 mmol) in 1,2-dichloroethane (6 mL), ethyldiisopropylamine (259 μL, 194 mg, 1.5 mmol) was added and the mixture was stirred at room temperature for 3 h. After dilution with 1,2-dichloroethane (30 mL) the mixture was washed with water (3×5 mL). After drying over MgSO4 and concentration the title compound (99 mg, 0.35 mmol, 70%) was obtained.

Workup

  1. additionwas added
  2. washAfter dilution with 1,2-dichloroethane (30 mL) the mixture was washed with water (3×5 mL)

Sources & evidence

ORD record
ord-98005bf693ee47f3a4ea3118c71a0b7b
Source dataset
uspto-grants-2015_05
Patent number
US09040714B2

Reaction notes

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