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

HRID 527552ノート

反応式

HRID 527552 の反応式
[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

参加物

5

反応物 2

HCID 25517Ammonium ChlorideHCID 679586942-[(3,3-Dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-5-nitropyrimidine2 回

生成物 1

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

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 21881883Oxolane--water (1/1)溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-bf817dcfa925476692a0d8586b6d5c05
出典データセット
uspto-grants-2016_05
特許番号
US09346790B2

反応ノート

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