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

HRID 1827441노트

반응식

HRID 1827441 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 178506446HCID 178506446, 화합물용매

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온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-b74e85e3a9fc467184f8d856fdd00454
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07053245B2

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