Acetyl chloride → HCID 10272589, compound

HRID 1072678Notes

Reaction equation

HRID 1072678 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:26]=[CH:25][C:13]([O:14][CH:15]([CH3:24])[CH2:16][NH:17][S:18]([CH:21]([CH3:23])[CH3:22])(=[O:20])=[O:19])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1.C(N(CC)CC)C.[C:34](Cl)(=[O:36])[CH3:35]>C(Cl)Cl>[CH3:24][CH:15]([O:14][C:13]1[CH:25]=[CH:26][C:10]([C:7]2[CH:6]=[CH:5][C:4]([CH2:3][NH:2][C:34](=[O:36])[CH3:35])=[CH:9][CH:8]=2)=[CH:11][CH:12]=1)[CH2:16][NH:17][S:18]([CH:21]([CH3:22])[CH3:23])(=[O:20])=[O:19]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 22388582HCID 22388582, compound

Product 1

HCID 10272589HCID 10272589, compoundYield 42.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The final title compound (98 mg, 42%) was prepared from (2-{4-[4-(aminomethyl)phenyl]phenoxy}propyl)[(methylethyl)sulfonyl]amine hydrochloride (200 mg, 0.5739 mmol, prepared in example 32) methylene chloride (3.8 mL, anhydrous) triethylamine (0.12 mL, 0.6620 mmol) and acetyl chloride (0.08 mL, 0.6069 mmol), in a manner analogous to Example 29.

Sources & evidence

ORD record
ord-fd405931aea14a2cb0adfdc5654f7c58
Source dataset
uspto-grants-2005_06
Patent number
US06911476B2

Reaction notes

Loading…