Triethylamine → (3-Chloro-4-methanesulfonylamino-5-vinylbenzyl)carbamic Acid tert-butyl Ester

HRID 2358382Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2358382
[C:1]([O:5][C:6](=[O:19])[NH:7][CH2:8][C:9]1[CH:14]=[C:13]([CH:15]=[CH2:16])[C:12]([NH2:17])=[C:11]([Cl:18])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:20][S:21](Cl)(=[O:23])=[O:22].C(N(CC)CC)C>C(Cl)Cl>[C:1]([O:5][C:6](=[O:19])[NH:7][CH2:8][C:9]1[CH:14]=[C:13]([CH:15]=[CH2:16])[C:12]([NH:17][S:21]([CH3:20])(=[O:23])=[O:22])=[C:11]([Cl:18])[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 68456355(4-Amino-3-chloro-5-vinylbenzyl)carbamic acid tert-butyl ester

Produkt 1

HCID 68456846(3-Chloro-4-methanesulfonylamino-5-vinylbenzyl)carbamic Acid tert-butyl EsterAusbeute 60,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

(4-Amino-3-chloro-5-vinylbenzyl)carbamic acid tert-butyl ester (40.2 mg, 0.14 mmol), methanesulfonyl chloride (5 eq, 0.71 mmol, 55.15 μl), and triethylamine (3 eq, 0.42 mmol, 58.34 μl) were added in methylene chloride. The reaction mixture was stirred for 5 hr. The reaction mixture was purified with similar procedure to step 5 of Example 8 to obtain a title compound (30.7 mg, 59.83%).

Aufarbeitung

  1. customThe reaction mixture was purified with similar procedure to step 5 of Example 8

Quellen und Nachweise

ORD-Eintrag
ord-23a8ff67468749bcbc721f217bf51e11
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07763657B2

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