Hydrochloric Acid → 4-(Benzyloxy)-1-(1-(2-(pyrrolidin-1-yl)ethyl)-1H-indazol-5-yl)pyridin-2(1H)-one hydrochloride

HRID 2387475Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2387475
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][N:12]([C:15]2[CH:16]=[C:17]3[C:21](=[CH:22][CH:23]=2)[N:20]([CH2:24][CH2:25][N:26]2[CH2:30][CH2:29][CH2:28][CH2:27]2)[N:19]=[CH:18]3)[C:11](=[O:31])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:32]>C(OCC)(=O)C.CCOCC>[ClH:32].[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][N:12]([C:15]2[CH:16]=[C:17]3[C:21](=[CH:22][CH:23]=2)[N:20]([CH2:24][CH2:25][N:26]2[CH2:30][CH2:29][CH2:28][CH2:27]2)[N:19]=[CH:18]3)[C:11](=[O:31])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 24857598MCH-1 antagonist 1

Produkt 1

HCID 684600444-(Benzyloxy)-1-(1-(2-(pyrrolidin-1-yl)ethyl)-1H-indazol-5-yl)pyridin-2(1H)-one hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A suspension of 4-(benzyloxy)-1-(1-(2-(pyrrolidin-1-yl)ethyl)-1H-indazol-5-yl)pyridin-2(1H)-one (20 mg, 0.049 mmol) in ethyl acetate (1 mL) was treated with anhydrous HCl in Et2O (0.05 mL, 1.0 M). After stirring for 10 min, the solid was isolated by filtration, washed with Et2O, and dried under vacuum to give the title compound (24 mg, quantitative) as an off-white powder: mp 200-202° C. dec; 1H NMR (500 MHz, DMSO-d6) δ 10.42 (s, 1H), 8.23 (s, 1H), 7.86 (d, J=8.8 Hz, 1H), 7.79 (s, 1H), 7.61 (d, J=7.6 Hz, 1H), 7.48-7.36 (m, 6H), 6.12 (dd, J=7.6, 2.6 Hz, 1H), 5.99 (d, J=2.6 Hz, 1H), 5.16 (s, 2H), 4.85 (br m, 2H), 3.70 (br m, 2H), 3.51 (br m, 2H), 3.01 (br m, 2H), 1.97 (br m, 2H), 1.84 (br m, 2H); ESI MS m/z 415 [M+H]+.

Aufarbeitung

  1. customthe solid was isolated by filtration
  2. washwashed with Et2O
  3. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-ff7bba59b3e84448aadb89e227a7cb6e
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08268868B2

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