Water → 3,5-dimethyl-4-([1,4]oxazepane-4-sulfonyl)-1H-pyrrole-2-carboxylic acid ethyl ester

HRID 2375805노트

반응식

HRID 2375805 반응식
Cl.[O:2]1[CH2:8][CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.CCN(C(C)C)C(C)C.[CH2:18]([O:20][C:21]([C:23]1[NH:24][C:25]([CH3:33])=[C:26]([S:29](Cl)(=[O:31])=[O:30])[C:27]=1[CH3:28])=[O:22])[CH3:19].O>C(Cl)Cl>[CH2:18]([O:20][C:21]([C:23]1[NH:24][C:25]([CH3:33])=[C:26]([S:29]([N:5]2[CH2:6][CH2:7][CH2:8][O:2][CH2:3][CH2:4]2)(=[O:30])=[O:31])[C:27]=1[CH3:28])=[O:22])[CH3:19]

참가 물질

6

반응물 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 2776544ethyl 4-(chlorosulfonyl)-3,5-dimethyl-1H-pyrrole-2-carboxylateHCID 230902141,4-Oxazepane hydrochloride

생성물 1

HCID 692881593,5-dimethyl-4-([1,4]oxazepane-4-sulfonyl)-1H-pyrrole-2-carboxylic acid ethyl ester수율 101%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To [1,4]oxazepane hydrochloride (400 mg) in DCM (45 mL) was added DIEA (2.70 mL) followed by 4-chlorosulfonyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester (1.05 g). The mixture was stirred for 1 h at RT after which water was added and the resulting two phases were separated. The organic phase was washed two times with saturated aqueous NaHCO3 solution, dried over MgSO4 and concentrated to give crude) 3,5-dimethyl-4-([1,4]oxazepane-4-sulfonyl)-1H-pyrrole-2-carboxylic acid ethyl ester (970 mg) which was used directly in the following step.

후처리

  1. additionwas added
  2. customthe resulting two phases were separated
  3. washThe organic phase was washed two times with saturated aqueous NaHCO3 solution
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e88dcafadfa04c56af0a42dc2674c4ef
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07465806B2

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