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

HRID 2234254노트

반응식

HRID 2234254 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-04b3c0ce16c34ef4b9184006199c6459
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709647B2

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