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HCID 178472925、化合物 → HCID 178472926、化合物

HRID 1957570
ノート
印刷プレビュー

反応式

HRID 1957570 の反応式
[CH2:1]([O:3][C:4](=[O:35])[CH2:5][NH:6][S:7]([C:10]1[S:11][C:12]([C:15]#[C:16][C:17]2[CH:34]=[N:33][C:20]3[N:21]=[C:22]([NH:26][C:27](=[O:32])[C:28]([CH3:31])([CH3:30])[CH3:29])[N:23]=[C:24]([OH:25])[C:19]=3[CH:18]=2)=[CH:13][CH:14]=1)(=[O:9])=[O:8])[CH3:2]>C(O)(=O)C.[Pt]=O>[CH2:1]([O:3][C:4](=[O:35])[CH2:5][NH:6][S:7]([C:10]1[S:11][C:12]([CH2:15][CH2:16][CH:17]2[CH2:34][NH:33][C:20]3[N:21]=[C:22]([NH:26][C:27](=[O:32])[C:28]([CH3:29])([CH3:30])[CH3:31])[N:23]=[C:24]([OH:25])[C:19]=3[CH2:18]2)=[CH:13][CH:14]=1)(=[O:8])=[O:9])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 178472925HCID 178472925、化合物

生成物 1

HCID 178472926HCID 178472926、化合物収率 31.5%

試薬・触媒・溶媒 2

HCID 82844Platinum oxide (PtO)触媒2 回HCID 176Acetic Acid溶媒

実験手順

To a mixture of 150 mg of N-[5-(2-pivaloylamino-4-hydroxypyrido[2,3-d]pyrimidin-6-ylethynyl)thien-2-ylsulfonyl]glycine ethyl ester in 25 mL of glacial acetic acid was added 100 mg of platinum oxide. This mixture was stirred under hydrogen for 24 hours and an additional 100 mg of platinum oxide was added. The hydrogenation was resumed for another 24 hours and the reaction mixture was then filtered through Celite® and the filtrate concentrated in vacuo. The residue was flash chromatographed on silica gel using 3.5% CH3OH and chloroform to give 48 mg of N-{5-[2-(2-pivaloylamino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl)-ethyl]thien-2-ylsulfonyl}glycine ethyl ester as a white solid. 1H NMR (300 MHz, DMSO-d6, δ1.10 (t, J=7 Hz, 3H), 1.17 (s, 9H), 1.62 (m, 3H), 1.90 (m, 1H), 2.52 (m, 1H), 2.91 (m, 3H), 3.25 (m, 1H), 3.68 (d, J=4.9 Hz, 2H), 3.97 (q, J=7 Hz, 2H), 6.45 (s, 1H), 6.92 (d, J=3.5 Hz, 1H, 7.38 (d, J=3.5 Hz, 1H), 8.31 (t, J=4.9 Hz, 1H).

後処理

  1. waitThe hydrogenation was resumed for another 24 hours
  2. filtrationthe reaction mixture was then filtered through Celite®
  3. concentrationthe filtrate concentrated in vacuo
  4. customchromatographed on silica gel using 3.5% CH3OH and chloroform

出典と根拠

ORDレコード
ord-7fb694af80984dac9d9e0cb234dd4a7d
出典データセット
uspto-grants-1998_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05786358

反応ノート

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