4-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-1,4-benzoxazine → 7-[6-(4-Cyclopropyl-piperazin-1-yl)-pyridazin-3-yl]-4-methyl-3,4-dihydro-2H-1,4-benzoxazine, dihydrochloride

HRID 1887159

Reaktionsgleichung

Reaktionsgleichung von HRID 1887159
[Cl:1][C:2]1[N:3]=[N:4][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH:14]3[CH2:16][CH2:15]3)[CH2:10][CH2:9]2)=[CH:6][CH:7]=1.[CH3:17][N:18]1[C:23]2[CH:24]=[CH:25][C:26](B3OC(C)(C)C(C)(C)O3)=[CH:27][C:22]=2[O:21][CH2:20][CH2:19]1>>[ClH:1].[ClH:1].[CH:14]1([N:11]2[CH2:12][CH2:13][N:8]([C:5]3[N:4]=[N:3][C:2]([C:26]4[CH:25]=[CH:24][C:23]5[N:18]([CH3:17])[CH2:19][CH2:20][O:21][C:22]=5[CH:27]=4)=[CH:7][CH:6]=3)[CH2:9][CH2:10]2)[CH2:16][CH2:15]1

Komponenten

3

Edukt 2

HCID 27953014-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-1,4-benzoxazineHCID 614441503-Chloro-6-(4-cyclopropylpiperazin-1-yl)pyridazine

Produkt 1

HCID 1317307817-[6-(4-Cyclopropyl-piperazin-1-yl)-pyridazin-3-yl]-4-methyl-3,4-dihydro-2H-1,4-benzoxazine, dihydrochloride

Versuchsvorschrift

The title compound was prepared by a similar procedure to that described in Example 68, starting from 3-chloro-6-(4-cyclopropyl-piperazin-1-yl)-pyridazine and 4-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-1,4-benzoxazine. 1H NMR (400 MHz, DMSO-d6) δ 8.47 (d, 1H), 8.04 (d, 1H), 7.61 (m, 1H), 7.49 (m, 1H), 6.85 (d, 1H), 4.50 (broad m, 2H), 4.26 (m, 2H), 3.61 (broad m, 4H), 3.40 (m, 4H), 2.97 (s, 3H), 2.88 (broad m, 1H), 1.23 (m, 2H), 0.82 (m, 2H).

Quellen und Nachweise

ORD-Eintrag
ord-319ec334414345c3b67bdb89d20ced11
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08501739B2

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