6-Bromoisoquinoline → Isoquinoline-6-carbonitrile

HRID 598820

반응식

HRID 598820 반응식
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[N:7][CH:6]=[CH:5]2.[C:12]([Cu])#[N:13]>CN1C(=O)CCC1>[CH:8]1[C:9]2[C:4](=[CH:3][C:2]([C:12]#[N:13])=[CH:11][CH:10]=2)[CH:5]=[CH:6][N:7]=1

참가 물질

4

반응물 2

HCID 3136816-BromoisoquinolineHCID 178418546HCID 178418546, 화합물

생성물 1

HCID 23130705Isoquinoline-6-carbonitrile

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
170 °C

실험 절차

6-Bromoisoquinoline (0.876 g, 4.18 mmol) purchased from Gateway Chemical Technology, Inc. was mixed with CuCN (1.12 g, 12.54 mmol) in 5 mL NMP in a microwave heating tube. The tube was heated under microwave to 150° C. for 1 hour and 170° C. for one hour. The reaction mixture was partitioned between EtOAc and saturated aqueous NaHCO3. After removing the solvent, the remaining residue was passed through a silica gel plug using 5% 2M ammonia in MeOH in DCM as the eluant. The crude product (100 mg) was used directly in the next step.

후처리

  1. temperatureheating tube
  2. customThe reaction mixture was partitioned between EtOAc and saturated aqueous NaHCO3
  3. customAfter removing the solvent

출처 및 근거

ORD 기록
ord-08e90cabb20848959ae7c039aa310e8a
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897619B2

연결된 노트

불러오는 중…