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Dimethylformamide dimethyl acetal → Ethyl 4-(4-cyanophenyl)-2-{[2-(2-quinolylamino)ethyl]amino}pyrimidine-5-carboxylate

HRID 1823416
ノート
印刷プレビュー

反応式

HRID 1823416 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:5][CH:4]=1)#[N:2].CN(C(OC)OC)C.[N:25]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:28]=[CH:27][C:26]=1[NH:35][CH2:36][CH2:37][NH:38][C:39]1[N:44]=C(C2C=CC(C(N)=O)=CC=2)C=[CH:41][N:40]=1.[O-]CC.[Na+]>C(O)C.C1COCC1>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:41][N:40]=[C:39]([NH:38][CH2:37][CH2:36][NH:35][C:26]3[CH:27]=[CH:28][C:29]4[C:34](=[CH:33][CH:32]=[CH:31][CH:30]=4)[N:25]=3)[N:44]=2)=[CH:5][CH:4]=1)#[N:2]
参加物反応条件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 78373Dimethylformamide dimethyl acetalHCID 2723922Sodium ethoxideHCID 2757969Ethyl 3-(4-Cyanophenyl)-3-oxopropionateHCID 221701114-(2-{[2-(2-Quinolylamino)ethyl]amino}pyrimidin-4-yl)benzamide

生成物 1

HCID 22170113Ethyl 4-(4-cyanophenyl)-2-{[2-(2-quinolylamino)ethyl]amino}pyrimidine-5-carboxylate

試薬・触媒・溶媒 2

HCID 702
Ethanol
溶媒
HCID 8028Tetrahydrofuran溶媒

反応条件

温度
80 °C

実験手順

Ethyl 3-(4-cyanophenyl)3-oxopropanoate (64 mg, 0.3 mmol) was heated with DMFDMA (50 μl) and dry THF (1 ml) at 70° C. for 3 hours. The cooled mixture was then added to a suspension of amino[2-(2-quinolylamino)ethyl]carboxamidinium 4-methylbenzenesulfonate (prepared according to Example 12), (120 mg, 0.3 mmol) in ethanol (2 ml) containing 0.35 mmol of sodium ethoxide. The reaction was then heated at 80° C. overnight and then concentrated in vacuo. The residue was taken up in dichloromethane and washed with saturated aqueous sodium bicarbonate. The organic layer was concentrated in vacuo. The residue was taken up in acetonitrile. Addition of water gave a precipitate which was filtered off and dried to give the title compound.

後処理

  1. concentrationconcentrated in vacuo
  2. washwashed with saturated aqueous sodium bicarbonate
  3. concentrationThe organic layer was concentrated in vacuo
  4. additionAddition of water
  5. customgave a precipitate which
  6. filtrationwas filtered off
  7. customdried

出典と根拠

ORDレコード
ord-fb51c0277fba47b89678dcf77088f186
出典データセット
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07037918B2

反応ノート

読み込み中…

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