Acetyl chloride → HCID 10223781, compound

HRID 1072681Notes

Reaction equation

HRID 1072681 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:27]=[CH:26][C:14]([O:15][CH:16]([CH3:25])[CH2:17][NH:18][S:19]([CH:22]([CH3:24])[CH3:23])(=[O:21])=[O:20])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1.C(N(CC)CC)C.[C:35](Cl)(=[O:37])[CH3:36]>C(Cl)Cl>[CH3:25][CH:16]([O:15][C:14]1[CH:26]=[CH:27][C:11]([C:8]2[CH:7]=[CH:6][C:5]([CH2:4][CH2:3][NH:2][C:35](=[O:37])[CH3:36])=[CH:10][CH:9]=2)=[CH:12][CH:13]=1)[CH2:17][NH:18][S:19]([CH:22]([CH3:23])[CH3:24])(=[O:21])=[O:20]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 22388593HCID 22388593, compound

Product 1

HCID 10223781HCID 10223781, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound (108 mg, 39%, slow crystallizing foam) was prepared from (2-{4-[4-(2-aminoethyl)phenyl]phenoxy}propyl)[(methylethyl)sulfonyl]amine hydrochloride (250 mg, 0.664 mmol, prepared in example 39), methylene chloride (4.5 mL, anhydrous), triethylamine (0.09 mL, 0.664 mmol), and acetyl chloride (0.05 mL, 0.664 mmol) in a manner analogous to the procedure described in Example 40.

Sources & evidence

ORD record
ord-e2b830b2f8c649e2b0b4423515674bec
Source dataset
uspto-grants-2005_06
Patent number
US06911476B2

Reaction notes

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