Acetyl chloride → 5-(3-Hydroxymethylphenyl)-3-(pyrrolidin-2(R)-ylmethyl)-1H-indole

HRID 1441057Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1441057
C(OC([N:11]1[CH2:15][CH2:14][CH2:13][C@@H:12]1[CH2:16][C:17]1[C:25]2[C:20](=[CH:21][CH:22]=[C:23]([C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([CH2:32][OH:33])[CH:27]=3)[CH:24]=2)[NH:19][CH:18]=1)=O)C1C=CC=CC=1.C(Cl)(=O)C>C(O)C>[OH:33][CH2:32][C:28]1[CH:27]=[C:26]([C:23]2[CH:24]=[C:25]3[C:20](=[CH:21][CH:22]=2)[NH:19][CH:18]=[C:17]3[CH2:16][C@H:12]2[CH2:13][CH2:14][CH2:15][NH:11]2)[CH:31]=[CH:30][CH:29]=1

Komponenten

4

Edukt 2

HCID 6367Acetyl chlorideHCID 228595573-(1-Benzyloxycarbonylpyrrolidin-2(R)-ylmethyl)-5-(3-hydroxymethylphenyl)-1H-indole

Produkt 1

HCID 228595715-(3-Hydroxymethylphenyl)-3-(pyrrolidin-2(R)-ylmethyl)-1H-indoleAusbeute 63,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

3-(1-Benzyloxycarbonylpyrrolidin-2(R)-ylmethyl)-5-(3-hydroxymethylphenyl)-1H-indole (1.030 g, 2.316 mmol) (see Preparation 38) in ethanol was reduced using catalytic hydrogenation as described in Example 35 except that no acetyl chloride was used in the reaction. This gave the title compound as an off-white foam (453 mg). Found: C,72.36; H,6.76; N,8.20; C20H22N2O.3/8CH2Cl2 requires: C,72.35; H,6.78; N,8.28%.

Aufarbeitung

  1. customwas used in the reaction

Quellen und Nachweise

ORD-Eintrag
ord-afce1b3ef86445f4bfb4527c9be018b1
Quelldatensatz
uspto-grants-1996_03
Patentnummer
US05502065

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