Phenylacetyl chloride → (R)-N-{2-(isoquinoline-6-sulfonamido)propyl}-2-phenylacetamide hydrochloride

HRID 334005Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 334005
Cl.Cl.[NH2:3][CH2:4][C@H:5]([NH:7][S:8]([C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[CH:17]=[N:16][CH:15]=[CH:14]2)(=[O:10])=[O:9])[CH3:6].[C:21]1([CH2:27][C:28]([Cl:30])=[O:29])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(N(CC)CC)C>ClCCl>[ClH:30].[CH:17]1[C:18]2[C:13](=[CH:12][C:11]([S:8]([NH:7][C@H:5]([CH3:6])[CH2:4][NH:3][C:28](=[O:29])[CH2:27][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)(=[O:10])=[O:9])=[CH:20][CH:19]=2)[CH:14]=[CH:15][N:16]=1

Komponenten

5

Edukt 3

HCID 7679Phenylacetyl chlorideHCID 8471TriethylamineHCID 86699367(R)-N-(1-aminopropan-2-yl)isoquinoline-6-sulfonamide dihydrochloride

Produkt 1

HCID 89845803(R)-N-{2-(isoquinoline-6-sulfonamido)propyl}-2-phenylacetamide hydrochlorideAusbeute 42,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The compound of Example 102 (100 mg) and phenylacetyl chloride (45 mg) were condensed (72 mg, 63%) in the presence of triethylamine (0.123 mL) in dichloromethane. Subsequently, 52 mg of the title compound was obtained as a pale yellow solid (66%) with reference to the method of Step 3 of Example 1.

Quellen und Nachweise

ORD-Eintrag
ord-211bbddf5c08450cb402b8b0ee14f0c4
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08883792B2

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