Potassium Iodide → HCID 178470279、化合物

HRID 1801906ノート

反応式

HRID 1801906 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([I:12])=[CH:9][CH:10]=2)[N:5]=[C:4]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:3]=1.[I-].[K+].CCN(C(C)C)C(C)C.[NH:29]1[CH:33]=[CH:32][C:31]([NH2:34])=[N:30]1>CN(C=O)C.O>[NH:29]1[CH:33]=[CH:32][C:31]([NH:34][C:2]2[C:11]3[C:6](=[CH:7][C:8]([I:12])=[CH:9][CH:10]=3)[N:5]=[C:4]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:3]=2)=[N:30]1

参加物

7

反応物 4

HCID 4875Potassium IodideHCID 81531DiisopropylethylamineHCID 86649053Ethyl 4-chloro-7-iodoquinazoline-2-carboxylateHCID 178418806HCID 178418806、化合物

生成物 1

HCID 178470279HCID 178470279、化合物収率 84%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of ethyl 4-chloro-7-iodoquinazoline-2-carboxylate (0.138 g, 0.38 mmol) in DMF (2 mL) at rt under argon were added potassium iodide (0.069 g, 0.42 mmol), DIEA (0.079 mL, 0.45 mmol), and 1H-pyrazol-3-amine (0.038 g, 0.46 mmol). The mixture was stirred at rt overnight then diluted with H2O (15 mL). The precipitate was collected by filtration, washed with H2O, and dried under high vacuum for several hours to afford ethyl 4-(1H-pyrazol-3-ylamino)-7-iodoquinazoline-2-carboxylate as a yellow solid (0.130 g, 84%). 1H NMR (300 MHz, DMSO-d6) δ1.34 (t, 3H), 4.38 (q, 2H), 7.14 (m, 1H), 7.72 (m, 1H), 7.94 (d, 1H), 8.28 (d, 1H), 8.48 (d, 1H), 10.92 (s, 1H), 12.58 (s, 1H); LC-MS (ESI) m/z 410 (M+H)+.

後処理

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with H2O
  3. customdried under high vacuum for several hours

出典と根拠

ORDレコード
ord-dc0629ac2af54911a8cc2f12d61db43f
出典データセット
uspto-grants-2013_01
特許番号
US08349851B2

反応ノート

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