Triethylamine → HCID 57647050, compound

HRID 1022882Notes

Reaction equation

HRID 1022882 reaction equation
Cl.[Cl:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([O:13][CH:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)=[CH:10][CH:11]=2)[CH:6]=[CH:5][N:4]=1.C(N(CC)CC)C.[C:27]([O:31][C:32](=O)[O-:33])([CH3:30])([CH3:29])[CH3:28]>ClCCl>[C:27]([O:31][C:32]([N:17]1[CH2:18][CH2:19][CH:14]([O:13][C:9]2[CH:8]=[C:7]3[C:12](=[CH:11][CH:10]=2)[C:3]([Cl:2])=[N:4][CH:5]=[CH:6]3)[CH2:15][CH2:16]1)=[O:33])([CH3:30])([CH3:29])[CH3:28]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 4613278tert-Butyl carbonateHCID 86252391HCID 86252391, compound

Product 1

HCID 57647050HCID 57647050, compoundYield 73.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1.23 g (4.11 mmol) of 1-Chloro-6-(piperidin-4-yloxy)-isoquinoline hydrochloride (161) were dissolved in 50 ml of dichloromethane and 0.85 ml (6.15 mmol) of triethylamine were added. At 0° C. a solution of 1.09 g (5.0 mmol) of tert-butyl-carbonate in 10 ml dichloromethane was added dropwise and the mixture was allowed to stand at room temperature overnight. For working up, the mixture was washed twice with H2O, dried over magnesium sulfate and evaporated, to yield 1.1 g of the desired product, which could be used without further purification. Rt=1.86 min (Method #4). Detected mass: 363.1/365.2 (M+H+).

Workup

  1. washthe mixture was washed twice with H2O
  2. dry with materialdried over magnesium sulfate
  3. customevaporated

Sources & evidence

ORD record
ord-47a25eb9f024406a84f70705b364553c
Source dataset
uspto-grants-2014_05
Patent number
US08722671B2

Reaction notes

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