3-Methoxypropylamine → N-(3-methoxypropyl)thiophene-2-carboxamide

HRID 2036970노트

반응식

HRID 2036970 반응식
C1(NC2N3N=CC(C=O)=C3N=C([C:16]3[S:20][C:19]([C:21](O)=[O:22])=[CH:18][CH:17]=3)C=2)CC1.CCN=C=NCCCN(C)C.CCN(CC)CC.C1C=CC2N(O)N=NC=2C=1.[CH3:52][O:53][CH2:54][CH2:55][CH2:56][NH2:57]>CN(C=O)C.C(OCC)(=O)C>[CH3:52][O:53][CH2:54][CH2:55][CH2:56][NH:57][C:21]([C:19]1[S:20][CH:16]=[CH:17][CH:18]=1)=[O:22]

참가 물질

8

반응물 5

HCID 16723-MethoxypropylamineHCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 583142305-(7-(Cyclopropylamino)-3-formylpyrazolo[1,5-a]pyrimidin-5-yl)thiophene-2-carboxylic acid

생성물 1

HCID 2057652N-(3-methoxypropyl)thiophene-2-carboxamide수율 83%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To 5-(7-(cyclopropylamino)-3-formylpyrazolo[1,5-a]pyrimidin-5-yl)thiophene-2-carboxylic acid (30 mg, 0.091 mmol), EDCI (19 mg, 0.10 mmol), Et3N (14 μL, 0.10 mmol), and HOBt (14 mg, 0.10 mmol) in 2 mL of DMF pre-stirred for 5 minutes was added 3-methoxypropylamine (10 μL, 0.10 mmol). The reaction mixture was stirred at room temperature for 1 hour. The reaction was diluted with ethyl acetate, washed with H2O, brine, dried over MgSO4, filtered, and evaporated to dryness to provide 30 mg of 547-(cyclopropylamino)-3-formylpyrazolo[1,5-a]pyrimidin-5-yl)-N-(3-methoxypropyl)thiophene-2-carboxamide (83%). LCMS (M+1=400)

후처리

  1. washwashed with H2O, brine
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customevaporated to dryness

출처 및 근거

ORD 기록
ord-24a2af6ed01c44058339869d6dbd1129
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575177B2

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