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4,6-Dichloropyrimidine → 3-(6-Chloro-pyrimidin-4-ylamino)-4,N-dimethyl-benzamide

HRID 852044
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HRID 852044 반응식
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[NH2:9][C:10]1[CH:11]=[C:12]([CH:17]=[CH:18][C:19]=1[CH3:20])[C:13]([NH:15][CH3:16])=[O:14].CCN(C(C)C)C(C)C>O1CCOCC1>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:9][C:10]2[CH:11]=[C:12]([CH:17]=[CH:18][C:19]=2[CH3:20])[C:13]([NH:15][CH3:16])=[O:14])[CH:7]=1
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참가 물질

5

반응물 3

HCID 709434,6-DichloropyrimidineHCID 81531DiisopropylethylamineHCID 126079733-Amino-N,4-dimethylbenzamide

생성물 1

HCID 589285143-(6-Chloro-pyrimidin-4-ylamino)-4,N-dimethyl-benzamide수율 43.1%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution of 4,6-dichloropyrimidine (2.0 g, 13.4 mmol) in p-dioxane (50 mL), 3-amino-4,N-dimethyl-benzamide (3.0 g, 18.3 mmol) and DIEA (2.3 mL) were added. The resulting mixture was heated to reflux for 4 days. The solvent was removed in vacuo, the residue was taken in water and ethyl acetate, and the ethyl acetate layer was separated and concentrated. The product was purified by silica gel column chromatography using ethyl acetate:hexane (1:1) as eluent to afford the pale white solid product (1.6 g, yield 43%). MS (m/z): 277 (M+H).

후처리

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux for 4 days
  3. customThe solvent was removed in vacuo
  4. customethyl acetate, and the ethyl acetate layer was separated
  5. concentrationconcentrated
  6. customThe product was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-a7827c46ce6a49c3843f083fb29e4f1d
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07253174B2

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