Diisopropylethylamine → HCID 68281996, compound

HRID 1470502Notes

Reaction equation

HRID 1470502 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[C:8]([CH3:13])[CH:9]=[CH:10][CH:11]=2)[C:6]([S:14](Cl)(=[O:16])=[O:15])=[CH:5][N:4]=1.CC[N:20](C(C)C)C(C)C>C(Cl)Cl>[CH3:1][O:2][C:3]1[C:12]2[C:7](=[C:8]([CH3:13])[CH:9]=[CH:10][CH:11]=2)[C:6]([S:14]([NH2:20])(=[O:16])=[O:15])=[CH:5][N:4]=1

Participants

4

Reactant 2

HCID 81531DiisopropylethylamineHCID 86689595HCID 86689595, compound

Product 1

HCID 68281996HCID 68281996, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-methoxy-5-methylisoquinolin-4-sulfonylchloride (Intermediate-38) (1 equiv) in CH2Cl2 was added, DIPEA (2 equiv) and the corresponding amine (1.3 equiv) under N2 and the mixture was stirred for 10 min at 0° C. and then at RT for 1 h. It was quenched with ice water, extracted with CH2Cl2 (2×100 mL), washed with water (1×100 mL), dried, filtered and concentrated under reduced pressure to furnish the product in 69-75% yield.

Workup

  1. customIt was quenched with ice water
  2. extractionextracted with CH2Cl2 (2×100 mL)
  3. washwashed with water (1×100 mL)
  4. customdried
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customto furnish the product in 69-75% yield

Sources & evidence

ORD record
ord-958fde87896942719bf3fd0b989364d7
Source dataset
uspto-grants-2015_04
Patent number
US09006442B2

Reaction notes

Loading…