Phenyl isocyanate → (S)-(6-cyano-1,2,3,4-tetrahydroquinolin-3-yl)-3-phenylurea

HRID 2234254ノート

反応式

HRID 2234254 の反応式
[NH2:1][C@H:2]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:12]#[N:13])[CH:9]=2)[NH:4][CH2:3]1.[C:14]1([N:20]=[C:21]=[O:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(Cl)Cl>[C:12]([C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[NH:4][CH2:3][C@@H:2]([NH:1][C:21]([NH:20][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:22])[CH2:11]2)#[N:13]

参加物

4

反応物 2

HCID 7672Phenyl isocyanateHCID 66757521(S)-3-Amino-1,2,3,4-tetrahydroquinoline-6-carbonitrile

生成物 1

HCID 68581279(S)-(6-cyano-1,2,3,4-tetrahydroquinolin-3-yl)-3-phenylurea収率 97%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (S)-3-amino-1,2,3,4-tetrahydroquinoline-6-carbonitrile (52 mg, 0.3 mmol), prepared as described in Example 1F, in CH2Cl2 (2 mL) at RT was added phenyl isocyanate (33 μl, 0.3 mmol) dropwise. After addition, the reaction was stirred at RT for 1 h. The product was collected by filtration and washed with CH2Cl2-hexanes (1:1) to give the title compound (85 mg, 97%) as a white solid.

後処理

  1. additionAfter addition
  2. filtrationThe product was collected by filtration
  3. washwashed with CH2Cl2-hexanes (1:1)

出典と根拠

ORDレコード
ord-04b3c0ce16c34ef4b9184006199c6459
出典データセット
uspto-grants-2010_05
特許番号
US07709647B2

反応ノート

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