Reaktion #9238

ord-6922b5b487d84e03beb86b2f7f9581c3

Reaktionsgleichung

CC(=O)O
acetic acid
CCNC(=O)Nc1nc2ccc(C(=O)CCN)cc2s1
1-(6-(3-aminopropanoyl)-2-benzothiazolyl)-3-ethylurea
CCN(CC)CC
triethylamine
CN(C)c1ccc(C(=O)Cl)cc1
4-dimethylaminobenzoyl chloride
→
CCNC(=O)Nc1nc2ccc(C(=O)CCNC(=O)c3ccc(N(C)C)cc3)cc2s1
desired compound
Ausbeute 25.0%
CCNC(=O)Nc1nc2ccc(C(=O)CCNC(=O)c3ccc(N(C)C)cc3)cc2s1
N1-[3-(2-{[(Ethylamino)Carbonyl]amino}-1,3-benzothiazol-6-yl)-3-oxopropyl]-4-(dimethylamino)benzamide
Ausbeute 25.0%

Edukte

CC(=O)O
acetic acid
CCNC(=O)Nc1nc2ccc(C(=O)CCN)cc2s1
1-(6-(3-aminopropanoyl)-2-benzothiazolyl)-3-ethylurea
CCN(CC)CC
triethylamine
CN(C)c1ccc(C(=O)Cl)cc1
4-dimethylaminobenzoyl chloride

Reagenzien

Keine

Lösungsmittel

CN(C)C=O
DMF

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeSimilar to the synthesis of Example 248
  2. 2
    Sonstigewas reacted

Vorschrift

Similar to the synthesis of Example 248, a mixture of 1-(6-(3-aminopropanoyl)-2-benzothiazolyl)-3-ethylurea, triethylamine and 4-dimethylaminobenzoyl chloride in DMF was reacted to give the desired compound 0.025 g (25%) as an acetic acid salt. LC/MS 440.1 (M+1); LC retention time 2.86 min.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07091227B2uspto-grants-2006_08