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Furfurylamine → Ethyl 2-(4-fluorobenzyl)-4-(6-{[(2-furylmethyl)amino]carbonyl}-3-pyridazinyl)-5-oxo-7,8,9,9a-tetrahydro-5H-pyrido[2,3-alpha]pyrrolizine-3-carboxylate

HRID 458451
ノート
印刷プレビュー

反応式

HRID 458451 の反応式
[CH2:1]([O:3][C:4]([C:6]1[C:18]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)=[N:17][C:9]2[CH:10]3[N:14]([C:15](=[O:16])[C:8]=2[C:7]=1[C:27]1[N:32]=[N:31][C:30]([C:33]([OH:35])=O)=[CH:29][CH:28]=1)[CH2:13][CH2:12][CH2:11]3)=[O:5])[CH3:2].[CH2:36]([NH2:42])[C:37]1[O:41][CH:40]=[CH:39][CH:38]=1.Cl.CN(C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1>ClCCl>[F:26][C:23]1[CH:22]=[CH:21][C:20]([CH2:19][C:18]2[C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])=[C:7]([C:27]3[N:32]=[N:31][C:30]([C:33]([NH:42][CH2:36][C:37]4[O:41][CH:40]=[CH:39][CH:38]=4)=[O:35])=[CH:29][CH:28]=3)[C:8]3[C:15](=[O:16])[N:14]4[CH:10]([CH2:11][CH2:12][CH2:13]4)[C:9]=3[N:17]=2)=[CH:25][CH:24]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 3438FurfurylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 697426146-[3-(Ethoxycarbonyl)-2-(4-fluorobenzyl)-5-oxo-7,8,9,9a-tetrahydro-5h-pyrido[2,3-a]pyrrolizin-4-yl]-3-pyridazinecarboxylic acid

生成物 1

HCID 69743112
Ethyl 2-(4-fluorobenzyl)-4-(6-{[(2-furylmethyl)amino]carbonyl}-3-pyridazinyl)-5-oxo-7,8,9,9a-tetrahydro-5H-pyrido[2,3-alpha]pyrrolizine-3-carboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

The mixture of 6-[3-(ethoxycarbonyl)-2-(4-fluorobenzyl)-5-oxo-7,8,9,9a-tetrahydro-5H-pyrido[2,3-α]pyrrolizin-4-yl]-3-pyridazinecarboxylic acid (G, 33 mg, 0.07 mmol), furfurylamine (19.3 mmol, 0.14 mmol), 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (26.7 mg, 0.14 mmol) and 1-hydroxybenzotriazole hydrate (18.8 mg, 0.14 mmol) in 2 ml dichloromethane was stirred for 2 hours. The mixture was then partitioned between water and ethyl acetate. The organic was washed with brine and dried over sodium sulfate. The residue upon the removal of the solvent was purified with flash chromatography. Twelve (12) mg white solid was obtained. NMR (400 MHz, CDCl3) δ 8.38 (d, 1H), 8.08 (d, 1H), 7.20 (t, 2H), 6.92 (t, 2H), 4.78 (m, 1H), 4.67 (d, 2H), 4.40 (dd, 2H), 3.90 (q, 2H), 3.64 (m, 1H), 3.39 (m, 1H), 2.48 (m, 1H), 2.35 (m, 2H), 1.40 (m, 1H), 0.90 (t, 3H) ppm. ESI-MS m/z 556 (M+H)+.

後処理

  1. customThe mixture was then partitioned between water and ethyl acetate
  2. washThe organic was washed with brine
  3. dry with materialdried over sodium sulfate
  4. customThe residue upon the removal of the solvent
  5. customwas purified with flash chromatography
  6. customwas obtained

出典と根拠

ORDレコード
ord-1c6202e0957a4f41afaf06bbca2d480f
出典データセット
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07189851B2

反応ノート

読み込み中…

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