Diisopropylethylamine → HCID 178490379, 화합물

HRID 333429노트

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HRID 333429 반응식
[NH:1]1[CH:5]=[C:4]([CH2:6][CH2:7][NH:8][C:9](=[O:24])[NH:10][CH:11]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)[C:12]([OH:14])=O)[N:3]=[CH:2]1.[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28].C1([C:38]2([C:44]([OH:46])=[O:45])[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]2)CCCCC1.C(N(C(C)C)CC)(C)C.CN(C(ON1N=N[C:66]2[CH:67]=[CH:68][CH:69]=[CH:70][C:65]1=2)=[N+](C)C)C.[B-](F)(F)(F)F>CN(C)C=O.O>[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28].[CH:65]1([CH:40]2[CH2:39][CH:38]([C:44]([OH:46])=[O:45])[CH2:43][CH2:42][N:41]2[C:12](=[O:14])[CH:11]([NH:10][C:9]([NH:8][CH2:7][CH2:6][C:4]2[N:3]=[CH:2][NH:1][CH:5]=2)=[O:24])[CH2:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)[CH2:66][CH2:67][CH2:68][CH2:69][CH2:70]1

참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 669876094-Cyclohexyl-piperidine-4-carboxylic acid trifluoroacetateHCID 178490381HCID 178490381, 화합물

생성물 1

HCID 178490379HCID 178490379, 화합물수율 19.5%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution containing 93 mg (0.28 mmol) of 2-{3-[2-(1H-imidazol-4-yl)ethyl]ureido}-3-(4-methoxyphenyl)propanoic acid and 100 mg (0.31 mmol) of 4-cyclohexyl-piperidine-4-carboxylic acid trifluoroacetate in 0.8 mL of dimethylformamide are added 0.16 mL of diisopropylethylamine and 90 mg (0.28 mmol) of TBTU. The reaction medium is stirred at room temperature for 18 hours. The reaction is stopped by adding water, and the organic compounds are extracted with dichloromethane. The organic phase is dried and evaporated. The oil obtained is purified by preparative HPLC (conditions cf. page 38). 35 mg of cyclohexyl-1-[2-{3-[2-(1H-imidazol-4-yl)ethyl]ureido}-3-(4-methoxyphenyl)propionyl]piperidine-4-carboxylic acid trifluoroacetate are obtained in a yield of 19%.

후처리

  1. extractionthe organic compounds are extracted with dichloromethane
  2. customThe organic phase is dried
  3. customevaporated
  4. customThe oil obtained
  5. customis purified by preparative HPLC (conditions cf. page 38)

출처 및 근거

ORD 기록
ord-a934281c0c5c491eb36ce7a802c85b1a
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877968B2

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