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Water → 3-[2-(2,5-Dichloro-pyrimidin-4-ylamino)-5-morpholin-4-yl-phenoxy]-propionitrile

HRID 1687995
ノート
印刷プレビュー

反応式

HRID 1687995 の反応式
[N:1]1([C:7]2[CH:8]=[CH:9][C:10]([N+:18]([O-])=O)=[C:11]([CH:17]=2)[O:12][CH2:13][CH2:14][C:15]#[N:16])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[Cl:28][C:29]1[N:34]=[C:33](Cl)[C:32]([Cl:36])=[CH:31][N:30]=1.O>[Pd].C(O)C>[Cl:28][C:29]1[N:34]=[C:33]([NH:18][C:10]2[CH:9]=[CH:8][C:7]([N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)=[CH:17][C:11]=2[O:12][CH2:13][CH2:14][C:15]#[N:16])[C:32]([Cl:36])=[CH:31][N:30]=1
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 4

HCID 962WaterHCID 8471TriethylamineHCID 2372592,4,5-TrichloropyrimidineHCID 672634833-(5-Morpholin-4-yl-2-nitro-phenoxy)-propionitrile

生成物 1

HCID 866340643-[2-(2,5-Dichloro-pyrimidin-4-ylamino)-5-morpholin-4-yl-phenoxy]-propionitrile収率 66%

試薬・触媒・溶媒 2

HCID 23938
Palladium
触媒
HCID 702Ethanol溶媒2 回

実験手順

3-(5-Morpholin-4-yl-2-nitro-phenoxy)-propionitrile (209 mg, 0.754 mmol) and 10% Palladium on Carbon (50% Wet) (120 mg) in Ethanol (45 mL) was shaken under an atmosphere of Hydrogen (45 psi) for 1 h. The mixture was filtered, washing with ethanol, and Triethylamine (0.21 mL, 1.5 mmol) and 2,4,5-Trichloro-pyrimidine (0.13 mL, 1.1 mmol) were added to the filtrate. The mixture was stirred overnight, then poured into 100 mL water, then cooled. The solids were collected by filtration, to give 3-[2-(2,5-Dichloro-pyrimidin-4-ylamino)-5-morpholin-4-yl-phenoxy]-propionitrile as a purple solid (195 mg, 66%). 1H-NMR (CDCl3): 8.28 (d, 1H, J=8.0 Hz), 8.16 (s, 1H), 6.65 (d, 1H, J=8.0 Hz), 6.49 (s, 1H), 4.31 (t, 2H, J=5.2 Hz), 3.88 (t, 4H, J=4.1 Hz), 3.15 (t, 4H, J=4.1 Hz), 2.89 (t, 2H, J=5.2 Hz).

後処理

  1. filtrationThe mixture was filtered
  2. additionwere added to the filtrate
  3. temperaturecooled
  4. filtrationThe solids were collected by filtration

出典と根拠

ORDレコード
ord-d72d7a6886c2490f984d2222f5910c58
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08148391B2

反応ノート

読み込み中…

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