1-Isopropylhydrazine hydrochloride → 10-chloro-2-(1-isopropyl-1H-1,2,4-triazol-5-yl)-5,6-dihydroimidazo[1,2-d]pyrido[4,3-f][1,4]oxazepine

HRID 1498082Notizen

Reaktionsgleichung

[Cl:1][C:2]1[N:12]=[CH:11][C:10]2[O:9][CH2:8][CH2:7][N:6]3[CH:13]=[C:14]([C:16]([N:18]=[CH:19][N:20](C)C)=O)[N:15]=[C:5]3[C:4]=2[CH:3]=1.Cl.[CH:24]([NH:27]N)([CH3:26])[CH3:25]>C(O)(=O)C>[Cl:1][C:2]1[N:12]=[CH:11][C:10]2[O:9][CH2:8][CH2:7][N:6]3[CH:13]=[C:14]([C:16]4[N:27]([CH:24]([CH3:26])[CH3:25])[N:20]=[CH:19][N:18]=4)[N:15]=[C:5]3[C:4]=2[CH:3]=1

Komponenten

Reaktionsbedingungen

Temperatur: 85 °C

Versuchsvorschrift

A mixture of 660 mg (2.06 mmol) of 10-chloro-N-((dimethylamino)methylene)-5,6-dihydroimidazo[1,2-d]pyrido[4,3-f][1,4]oxazepine-2-carboxamide and isopropylhydrazine hydrochloride (0.332 g, 3.00 mmol) in 44 ml of acetic acid was heated at 85° C. for 3 hours. The mixture was cooled, filtered and mixed with 15 ml of water. A precipitate was filtered out, washed with water and dried in high vacuum. The above solid was triturated with 10 ml of ethyl acetate, filtered out, washed with ethyl acetate, ethyl ether and dried on air. Yield 0.710 g. MS: 331.2. 1H NMR (500 MHz, DMSO) δ 8.26 (s, 1H), 8.20 (s, 1H), 8.11 (s, 1H), 7.96 (s, 1H), 5.76 (dt, J=13.1, 6.6, 1H), 4.62 (q, J=5.6, 4H), 1.50 (d, J=6.6, 6H).

Aufarbeitung

temperatureThe mixture was cooled
filtrationfiltered
additionmixed with 15 ml of water
filtrationA precipitate was filtered out
washwashed with water
customdried in high vacuum
customThe above solid was triturated with 10 ml of ethyl acetate
filtrationfiltered out
washwashed with ethyl acetate, ethyl ether
customdried on air

Quellen und Nachweise

ORD-Eintrag: ord-ee3b1f1fb9c34a97ba10d405bdb72e16
Quelldatensatz: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09198918B2

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