Ammonium Chloride → 2-[(3,3-Dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-5-pyrimidinamine

HRID 527552

반응식

HRID 527552 반응식
[CH3:1][C:2]1([CH3:21])[C:6]2[C:7]([O:11][C:12]3[N:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][N:13]=3)=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3]1.[Cl-].[NH4+]>[Fe].O1CCCC1.O>[CH3:1][C:2]1([CH3:21])[C:6]2[C:7]([O:11][C:12]3[N:13]=[CH:14][C:15]([NH2:18])=[CH:16][N:17]=3)=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3]1

참가 물질

5

반응물 2

HCID 25517Ammonium ChlorideHCID 679586942-[(3,3-Dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-5-nitropyrimidine2회

생성물 1

HCID 679585232-[(3,3-Dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-5-pyrimidinamine수율 68.2%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 21881883Oxolane--water (1/1)용매

실험 절차

To a solution of 2-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-5-nitropyrimidine (Intermediate 64, 1.257 g) in a mixture tetrahydrofuran/water (30 ml/15.00 ml) iron (1.222 g, 21.88 mmol) and ammonium chloride (1.170 g, 21.88 mmol) were added. The reaction mixture was stirred at room temperature for 48 hours. The catalyst was filtered off, and the filtrate was extracted with ethyl acetate (3×50 ml). The combined organic layers were dried over sodium sulphate, filtered and evaporated. The residue was recrystallized from ethyl acetate to afford the title compound (768 mg) as a white solid.

후처리

  1. filtrationThe catalyst was filtered off
  2. extractionthe filtrate was extracted with ethyl acetate (3×50 ml)
  3. dry with materialThe combined organic layers were dried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-bf817dcfa925476692a0d8586b6d5c05
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09346790B2

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