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Benzyl Bromide → HCID 59226034, 화합물

HRID 38446
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HRID 38446 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[CH3:12])[C:8](=[O:13])[NH:7][CH:6]=[CH:5]2.[CH2:14](Br)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>O1CCCC1.C(OCC)(=O)C.C(=O)([O-])[O-].[Ag+2]>[CH2:14]([O:13][C:8]1[C:9]2[C:4](=[CH:3][C:2]([F:1])=[C:11]([CH3:12])[CH:10]=2)[CH:5]=[CH:6][N:7]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 7498Benzyl Bromide2회HCID 592260506-Fluoro-7-methylisoquinolin-1(2H)-one

생성물 1

HCID 59226034HCID 59226034, 화합물수율 15.1%

시약·촉매·용매 3

HCID 178418647HCID 178418647, 화합물촉매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate
용매

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온도
70 °C

실험 절차

6-Fluoro-7-methyl-2H-isoquinolin-1-one (prepared as described in WO2007012421, 13.2 g, mmol) was dissolved in tetrahydrofurane (175 mL). After addition of silver carbonate (41.2 g), benzyl bromide (15.3 g) was added dropwise. The mixture was stirred overnight. The mixture was heated to 70° C. and another 3 mL of benzyl bromide were added. Heating was continued until no further conversion was observed. The mixture was taken up in ethyl acetate, filtered over celite, evaporated and the residue was taken up in little ethyl acetate. The formed precipitate was filtered off to give 3.0 g of (2). The mother liquor was concentrated and chromatographed on silica gel to yield another 8.6 g of (2). Rt=4.00 min (Method 2). Detected mass: 268.1 (M+H+).

후처리

  1. additionwas added dropwise
  2. temperatureHeating
  3. filtrationfiltered over celite
  4. customevaporated
  5. filtrationThe formed precipitate was filtered off

출처 및 근거

ORD 기록
ord-87f707211df34d2d8cfc817ce3ac0921
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08524737B2

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