tert-Butyl (35)-4-(6-{[5-(2-{4,4-Dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl}-3-(hydroxymethyl)pyridin-4-yl)-2-methoxypyridin-3-yl]amino}pyridin-3-yl)-3-methylpiperazine-1-carboxylate → 10-[3-(Hydroxymethyl)-4-[5-({5-[(2S)-2-methylpiperazin-1-yl]pyridin-2-yl}amino)-6-oxo-1,6-dihydropyridin-3-yl]pyridin-2-yl]-4,4-dimethyl-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-9-one
Reaction equation
[CH3:1][C:2]1([CH3:52])[CH2:13][C:12]2[CH:11]=[C:10]3[N:5]([CH2:6][CH2:7][N:8]([C:15]4[C:20]([CH2:21][OH:22])=[C:19]([C:23]5[CH:24]=[C:25]([NH:31][C:32]6[N:37]=[CH:36][C:35]([N:38]7[CH2:43][CH2:42][N:41](C(OC(C)(C)C)=O)[CH2:40][C@@H:39]7[CH3:51])=[CH:34][CH:33]=6)[C:26]([O:29]C)=[N:27][CH:28]=5)[CH:18]=[CH:17][N:16]=4)[C:9]3=[O:14])[C:4]=2[CH2:3]1>O1CCOCC1.Cl>[OH:22][CH2:21][C:20]1[C:15]([N:8]2[CH2:7][CH2:6][N:5]3[C:10](=[CH:11][C:12]4[CH2:13][C:2]([CH3:52])([CH3:1])[CH2:3][C:4]=43)[C:9]2=[O:14])=[N:16][CH:17]=[CH:18][C:19]=1[C:23]1[CH:24]=[C:25]([NH:31][C:32]2[CH:33]=[CH:34][C:35]([N:38]3[CH2:43][CH2:42][NH:41][CH2:40][C@@H:39]3[CH3:51])=[CH:36][N:37]=2)[C:26](=[O:29])[NH:27][CH:28]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 271b (286.6 mg, 0.40 mmol) in dioxane/HCl (30 mL) was stirred at 50° C. for 2 h. It was evaporated under reduced pressure to afford 271c (450 mg, crude) as a black solid. MS-ESI: [M+H]+ 595.3
Workup
- customIt was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-e3b3a490780e44edbf13b3b755b0c3c6
- Source dataset
- uspto-grants-2016_01
- Patent number
- US09238655B2
Reaction notes
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