Diisopropylethylamine → HCID 178490379、化合物

HRID 333429ノート

反応式

HRID 333429 の反応式
[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

参加物

7

反応物 4

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

生成物 1

HCID 178490379HCID 178490379、化合物収率 19.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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%.

後処理

  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)

出典と根拠

ORDレコード
ord-a934281c0c5c491eb36ce7a802c85b1a
出典データセット
uspto-grants-2014_11
特許番号
US08877968B2

反応ノート

読み込み中…