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Tetrahydrofuran → 2-Amino-6-(3-methoxy-propyl)-N-(5-phenoxy-thiophen-2-ylmethyl)-nicotinamide

HRID 2080208
ノート
印刷プレビュー

反応式

HRID 2080208 の反応式
[NH2:1][C:2]1[N:23]=[C:22](/[CH:24]=[CH:25]\[CH2:26][O:27][CH3:28])[CH:21]=[CH:20][C:3]=1[C:4]([NH:6][CH2:7][C:8]1[S:9][C:10]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:11][CH:12]=1)=[O:5].O1CCCC1.C(N(CC)CC)C>C(#N)C.O.FC(F)(F)C(O)=O.[C].[Pd]>[NH2:1][C:2]1[N:23]=[C:22]([CH2:24][CH2:25][CH2:26][O:27][CH3:28])[CH:21]=[CH:20][C:3]=1[C:4]([NH:6][CH2:7][C:8]1[S:9][C:10]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:11][CH:12]=1)=[O:5]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 583879142-Amino-6-(3-methoxy-1-(Z)-propenyl)-N-(5-phenoxy-thiophen-2-ylmethyl)-nicotinamide

生成物 1

HCID 231303662-Amino-6-(3-methoxy-propyl)-N-(5-phenoxy-thiophen-2-ylmethyl)-nicotinamide収率 16%

試薬・触媒・溶媒 3

HCID 178418390HCID 178418390、化合物触媒
HCID 6422
Trifluoroacetic acid
溶媒
2 回
HCID 18373917Acetonitrile--water (1/1)溶媒

実験手順

To a mixture of 2-amino-6-(3-methoxy-1-(Z)-propenyl)-N-(5-phenoxy-thiophen-2-ylmethyl)-nicotinamide described in Example A-90 (3.0 mg, 0.0059 mmol) and tetrahydrofuran (1 mL) were added triethylamine (3.6 mg, 0.036 mmol) and 10% palladium-carbon (50% water wet, 5 mg), and the solution was stirred under hydrogen atmosphere at room temperature for 15 minutes. The interior of the reaction system was exchanged with nitrogen, then, filtration was carried out through Celite pad, the solvent was evaporated in vacuo. The residue was purified by reverse phase high performance liquid chromatography (acetonitrile-water mobile phase (containing 0.1% trifluoroacetic acid) was used), and trifluoroacetic acid salt of the title compound (0.48 mg, 0.00094 mmol, 16%) was obtained.

後処理

  1. filtrationfiltration
  2. customthe solvent was evaporated in vacuo

出典と根拠

ORDレコード
ord-46c8836fefbb407a8717276008087eb5
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07932272B2

反応ノート

読み込み中…

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