Sodium Methoxide → (E)-2-(2-(3-(4-cyanophenyl)-8-morpholinoimidazo[1,2-b]pyridazin-2-yl)vinyl)quinoline-5-carboxylic acid sodium salt
Reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:13]3[N:14]=[CH:15][CH:16]=[C:17]([N:18]4[CH2:23][CH2:22][O:21][CH2:20][CH2:19]4)[C:12]3=[N:11][C:10]=2/[CH:24]=[CH:25]/[C:26]2[CH:35]=[CH:34][C:33]3[C:32]([C:36]([OH:38])=[O:37])=[CH:31][CH:30]=[CH:29][C:28]=3[N:27]=2)=[CH:5][CH:4]=1)#[N:2].C[O-].[Na+:41]>>[Na+:41].[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[N:13]3[N:14]=[CH:15][CH:16]=[C:17]([N:18]4[CH2:19][CH2:20][O:21][CH2:22][CH2:23]4)[C:12]3=[N:11][C:10]=2/[CH:24]=[CH:25]/[C:26]2[CH:35]=[CH:34][C:33]3[C:32]([C:36]([O-:38])=[O:37])=[CH:31][CH:30]=[CH:29][C:28]=3[N:27]=2)=[CH:7][CH:8]=1)#[N:2]Participants
3
Procedure
Compound 76b (28.2 mg, 0.056 mmol) was treated with NaOMe (0.11 mL, 0.056 mmol) using the procedures described in Example 73, Step H to obtain the title compound 148. 1H NMR (400 MHz, CD3OD): δ (ppm) 9.02 (d, J=9.1 Hz, 1H), 8.07 (d, J=5.6 Hz, 1H), 7.89-8.02 (m, 6H), 7.79-7.88 (m, 3H), 7.65-7.74 (m, 1H), 6.39 (d, J=6.0 Hz, 1H), 4.08-4.13 (m, 4H), 3.92-4.00 (m, 4H). Mass spectrum (LCMS, ESI pos.) Calcd. For C29H22N6O3: 503.2 (M+H). found 503.2.
Sources & evidence
- ORD record
- ord-13f910690ff24c55bae6c916f0ec4546
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09193736B2
Reaction notes
Loading…