Formic Acid → N-[2-Fluoro-4-(4-fluoro-benzyloxy)-phenyl]-2-formylamino-acetamide

HRID 1884165ノート

反応式

HRID 1884165 の反応式
[C:1](OC(=O)C)(=[O:3])C.C(O)=O.[NH2:11][CH2:12][C:13]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)=[CH:18][C:17]=1[F:31])=[O:14].Cl>C(Cl)Cl.[Na].[H][H]>[F:31][C:17]1[CH:18]=[C:19]([O:22][CH2:23][C:24]2[CH:25]=[CH:26][C:27]([F:30])=[CH:28][CH:29]=2)[CH:20]=[CH:21][C:16]=1[NH:15][C:13](=[O:14])[CH2:12][NH:11][CH:1]=[O:3]

参加物

7

反応物 4

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 104470352-amino-N-[2-fluoro-4-(4-fluoro-benzyloxy)-phenyl]-acetamide

生成物 1

HCID 10336122N-[2-Fluoro-4-(4-fluoro-benzyloxy)-phenyl]-2-formylamino-acetamide収率 91%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 178506446HCID 178506446、化合物溶媒

反応条件

温度
0 °C

実験手順

A mixture of acetic anhydride (40 mg, 0.39 mmol) and formic acid (22 mg, 0.48 mmol) was stirred at 0° C. and then heated uat 60° C. for 1 h. Step 2: During this time, 2-amino-N-[2-fluoro-4-(4-fluoro-benzyloxy)-phenyl]-acetamide (1:1) hydrochloride (50 mg, 0.15 mmol) was extracted with DCM and sodium hydrogen carboante (saturated) and the organic layer evaporated. Then to a mixture of the acetic formic anhydride (Step 1) in dry THF (0.5 mL) was added a solution of the amine (Step 2) in dry THF (1 mL) at room temperature and the resulting mixture stirred for 10 min. Then the reaction mixture was evaporated leave the title compound (44.1 mg, 91%) as a white solid. MS: m/e=321.1 (M++H).

後処理

  1. temperatureheated uat 60° C. for 1 h
  2. customthe organic layer evaporated
  3. additionThen to a mixture of the acetic formic anhydride (Step 1) in dry THF (0.5 mL)
  4. additionwas added a solution of the amine (Step 2) in dry THF (1 mL) at room temperature
  5. stirringthe resulting mixture stirred for 10 min
  6. customThen the reaction mixture was evaporated

出典と根拠

ORDレコード
ord-5e587198d6954762b0a425e8a939a461
出典データセット
uspto-grants-2004_07
特許番号
US06762320B2

反応ノート

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