4-Amino-1,2,2,6,6-pentamethylpiperidine → (2Z,4E)-5-(Benzothiophen-2-yl)-2-methoxy-N-[(1,2,2,6,6-pentamethyl)-piperidin-4-yl]-2,4-pentadienamide

HRID 377376ノート

反応式

HRID 377376 の反応式
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1/[CH:10]=[CH:11]/[CH:12]=[C:13](\[O:17][CH3:18])/[C:14]([OH:16])=O.[NH2:19][CH:20]1[CH2:25][C:24]([CH3:27])([CH3:26])[N:23]([CH3:28])[C:22]([CH3:30])([CH3:29])[CH2:21]1.O.ON1C2N=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC>CN(C=O)C>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1/[CH:10]=[CH:11]/[CH:12]=[C:13](\[O:17][CH3:18])/[C:14]([NH:19][CH:20]1[CH2:21][C:22]([CH3:29])([CH3:30])[N:23]([CH3:28])[C:24]([CH3:27])([CH3:26])[CH2:25]1)=[O:16]

参加物

6

反応物 4

HCID 6937924-Amino-1,2,2,6,6-pentamethylpiperidineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 19358669(2Z,4E)-5-(Benzothiophen-2-yl)-2-methoxy-2,4-pentadienoic acidHCID 219174661-Hydroxy-7-azabenzotriazol hydrate

生成物 1

HCID 18397577(2Z,4E)-5-(Benzothiophen-2-yl)-2-methoxy-N-[(1,2,2,6,6-pentamethyl)-piperidin-4-yl]-2,4-pentadienamide収率 26.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of (2Z,4E)-5-(benzothiophen-2-yl)-2-methoxy-2,4-pentadienoic acid (53 mg, 0.20 mmol), 4-amino-1,2,2,6,6-pentamethylpiperidine (34 mg, 0.20 mmol), 1-hydroxy-7-azabenzotriazole hydrate (27 mg, 0.20 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (38 mg, 0.20 mmol) in DMF (1 ml) was stirred at RT for 6 hours. After the same work up as seen in example 3 pure title compound was obtained (22 mg, 0.054 mmol, yield 26.6%) as white crystals, m.p.=240°.

出典と根拠

ORDレコード
ord-9db2d1dfca59411197f64a343fdb4761
出典データセット
uspto-grants-2000_02
特許番号
US06025390

反応ノート

読み込み中…