Diisopropylethylamine → Ethyl 2-(((2-(4-((4-((1-(4-chlorophenyl)cyclopropyl)amino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzamido)cyclopentyl)methyl)amino)-2-oxoacetate

HRID 1407050ノート

反応式

HRID 1407050 の反応式
CCN(C(C)C)C(C)C.[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2([NH:20][C:21]3[N:26]=[C:25]([O:27][CH2:28][C:29]([F:32])([F:31])[F:30])[N:24]=[C:23]([NH:33][C:34]4[CH:42]=[CH:41][C:37]([C:38](O)=[O:39])=[CH:36][CH:35]=4)[N:22]=3)[CH2:19][CH2:18]2)=[CH:13][CH:12]=1.[NH2:43][CH:44]1[CH2:48][CH2:47][CH2:46][CH:45]1[CH2:49][NH:50][C:51](=[O:57])[C:52]([O:54][CH2:55][CH3:56])=[O:53].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>C1COCC1>[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2([NH:20][C:21]3[N:26]=[C:25]([O:27][CH2:28][C:29]([F:30])([F:32])[F:31])[N:24]=[C:23]([NH:33][C:34]4[CH:35]=[CH:36][C:37]([C:38]([NH:43][CH:44]5[CH2:48][CH2:47][CH2:46][CH:45]5[CH2:49][NH:50][C:51](=[O:57])[C:52]([O:54][CH2:55][CH3:56])=[O:53])=[O:39])=[CH:41][CH:42]=4)[N:22]=3)[CH2:19][CH2:18]2)=[CH:13][CH:12]=1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 667654164-(4-(1-(4-Chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoic acidHCID 86691689Ethyl 2-(((2-aminocyclopentyl)methyl)amino)-2-oxoacetate

生成物 1

HCID 86691688Ethyl 2-(((2-(4-((4-((1-(4-chlorophenyl)cyclopropyl)amino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzamido)cyclopentyl)methyl)amino)-2-oxoacetate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

iPr2NEt (0.5 mL) was added into a solution of 4-((4-((1-(4-chlorophenyl)cyclopropyl)amino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzoic acid (300 mg), ethyl 2-(((2-aminocyclopentyl)methyl)amino)-2-oxoacetate (205 mg) and TBTU (201 mg) in THF (10 mL). The reaction was stirred at room temperature for 16 hours before being quenched by water. The aqueous layer was extracted with EtOAc (3×20 mL). The combined organic phase was dried over MgSO4 and concentrated under vacuum to give the crude ethyl 2-(((2-(4-((4-((1-(4-chlorophenyl)cyclopropyl)amino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzamido)cyclopentyl)methyl)amino)-2-oxoacetate which was used as was.

後処理

  1. custombefore being quenched by water
  2. extractionThe aqueous layer was extracted with EtOAc (3×20 mL)
  3. dry with materialThe combined organic phase was dried over MgSO4
  4. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-974e60842289412ba24cf85fbccdcc6e
出典データセット
uspto-grants-2014_12
特許番号
US08916702B2

反応ノート

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