Hydrochloric Acid → 6-benzyloxy-4-methoxymethyl-9-{2-[N-methyl-N-(2-phenylethyl)-amino]-2-oxoethyl}-9H-pyrido[3,4-b]indole-3-carboxylic acid

HRID 1417961Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1417961
CC([O:4][C:5]([C:7]1[N:40]=[CH:39][C:10]2[N:11]([CH2:26][C:27]([N:29]([CH3:38])[CH2:30][CH2:31][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[O:28])[C:12]3[C:17]([C:9]=2[C:8]=1[CH2:41][O:42][CH3:43])=[CH:16][C:15]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[CH:14][CH:13]=3)=[O:6])C.[OH-].[Na+].Cl>CO>[CH2:19]([O:18][C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH2:26][C:27]([N:29]([CH3:38])[CH2:30][CH2:31][C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)=[O:28])[C:10]1[CH:39]=[N:40][C:7]([C:5]([OH:6])=[O:4])=[C:8]([CH2:41][O:42][CH3:43])[C:9]2=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 98083526-benzyloxy-4-methoxymethyl-9-{2-[N-methyl-N-(2-phenylethyl)-amino]-2-oxoethyl}-9H-pyrido[3,4-b]indole-3-carboxylic acid-(1-methylethyl)-ester

Produkt 1

HCID 867538586-benzyloxy-4-methoxymethyl-9-{2-[N-methyl-N-(2-phenylethyl)-amino]-2-oxoethyl}-9H-pyrido[3,4-b]indole-3-carboxylic acidAusbeute 76,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

211 mg of 6-benzyloxy-4-methoxymethyl-9-{2-[N-methyl-N-(2-phenylethyl)-amino]-2-oxoethyl}-9H-pyrido[3,4-b]indole-3-carboxylic acid-(1-methylethyl)-ester is mixed in 1 ml of methanol with 0.5 ml of aqueous 2N sodium hydroxide solution and held at 40° C. until the reaction is completed. Then, the reaction mixture is acidified with dilute hydrochloric acid, the precipitated yellow reaction product is suctioned off, washed with water and diethyl ether and dried in a vacuum. 150 mg of 6-benzyloxy-4-methoxymethyl-9-{2-[N-methyl-N-(2-phenylethyl)-amino]-2-oxoethyl}-9H-pyrido[3,4-b]indole-3-carboxylic acid is obtained.

Aufarbeitung

  1. customheld at 40° C. until the reaction
  2. washwashed with water and diethyl ether
  3. customdried in a vacuum

Quellen und Nachweise

ORD-Eintrag
ord-62adfd4ddd5144168cae9c98dd01973c
Quelldatensatz
uspto-grants-1999_03
Patentnummer
US05880126

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