Methanol → HCID 21081730、化合物

HRID 347579ノート

反応式

HRID 347579 の反応式
[F:1][C:2]1[CH:21]=[C:20]([N+:22]([O-])=O)[CH:19]=[CH:18][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[NH:11][CH:12]=[C:13]([C:14]([O:16][CH3:17])=[O:15])[C:6]=12.CO.C1COCC1.[Cl-].[NH4+]>CCOC(C)=O.[Zn]>[NH2:22][C:20]1[CH:19]=[CH:18][C:3]([O:4][C:5]2[CH:10]=[CH:9][N:8]=[C:7]3[NH:11][CH:12]=[C:13]([C:14]([O:16][CH3:17])=[O:15])[C:6]=23)=[C:2]([F:1])[CH:21]=1

参加物

7

反応物 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 25517Ammonium ChlorideHCID 21081729Methyl 4-(2-fluoro-4-nitrophenoxy)-1H-pyrrolo[2,3-b]pyridine-3-carboxylate

生成物 1

HCID 21081730HCID 21081730、化合物収率 100%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of methyl 4-(2-fluoro-4-nitrophenoxy)-1H-pyrrolo[2,3-b]pyridine-3-carboxylate (230 mg, 0.69 mmol) in a mixed solvent (10 mL of MeOH and 10 mL of THF) were added ammonium chloride (185 mg, 3.45 mmol) and zinc dust (226 mg, 3.45 mmol). The reaction mixture was stirred at room temperature overnight, diluted with EtOAc (50 ml), and filtered through a pad of Celite®. The filtrate was concentrated in vacuo to give the desired product (207 mg, 100%) as a yellow solid. MS(ESI+) m/z 302.2 (M+H)+.

後処理

  1. filtrationfiltered through a pad of Celite®
  2. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-431a9dd100574b758adc1edd2135016e
出典データセット
uspto-grants-2007_02
特許番号
US07173031B2

反応ノート

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