Triethylamine → 4-amino-N-(oxan-4-yl)benzamide

HRID 1676517노트

반응식

HRID 1676517 반응식
N1(O[C:11](=[O:19])[C:12]2[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=2)C2C=CC=CC=2N=N1.[NH2:20][C:21]1[CH:26]=[CH:25][O:24][CH2:23][CH:22]=1.C(N(CC)CC)C>CN(C)C=O>[NH2:18][C:15]1[CH:14]=[CH:13][C:12]([C:11]([NH:20][CH:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[O:19])=[CH:17][CH:16]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 177912712H-pyran-4-amineHCID 538445834-Amino-benzoic acid benzotriazol-1-yl ester

생성물 1

HCID 436095624-amino-N-(oxan-4-yl)benzamide수율 54.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a mixture of 1.1441 g (4.5 mmole) of 4-amino-benzoic acid benzotriazol-1-yl ester and 8 mL of dry dimethylformamide was added 0.6575 g (6.5 mmole) of 4-amino-pyran followed by 0.4554 g (0.45 mmole) of triethylamine. The mixture stirred at room temperature for 90 minutes. Volatiles were removed under reduced pressure and the residue taken up in ethyl acetate, and the organic layer washed once with 100 mL of 0.5 M sodium carbonate, twice with 75 mL water, and then 75 mL brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 0.5378 g 4-amino-N-(tetrahydro-pyran-4-yl)-benzamide, which was used without further purification.

후처리

  1. customVolatiles were removed under reduced pressure
  2. washthe organic layer washed once with 100 mL of 0.5 M sodium carbonate, twice with 75 mL water
  3. dry with material75 mL brine, dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f59a4f26f1b94892b120d6cb87f857fc
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003785B2

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