Diisopropylethylamine → HCID 86691672、化合物

HRID 1407038ノート

反応式

HRID 1407038 の反応式
CCN(C(C)C)C(C)C.F[B-](F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.[Cl:32][C:33]1[CH:38]=[CH:37][C:36]([C:39]2([NH:42][C:43]3[N:48]=[C:47]([O:49][CH2:50][C:51]([F:54])([F:53])[F:52])[N:46]=[C:45]([NH:55][C:56]4[CH:64]=[CH:63][C:59]([C:60](O)=[O:61])=[CH:58][CH:57]=4)[N:44]=3)[CH2:41][CH2:40]2)=[CH:35][CH:34]=1.[NH2:65][CH2:66][C:67]([CH3:78])([CH3:77])[CH2:68][NH:69][C:70](=[O:76])[O:71][C:72]([CH3:75])([CH3:74])[CH3:73]>CN(C=O)C.CCOC(C)=O>[Cl:32][C:33]1[CH:38]=[CH:37][C:36]([C:39]2([NH:42][C:43]3[N:48]=[C:47]([O:49][CH2:50][C:51]([F:54])([F:53])[F:52])[N:46]=[C:45]([NH:55][C:56]4[CH:57]=[CH:58][C:59]([C:60]([NH:65][CH2:66][C:67]([CH3:78])([CH3:77])[CH2:68][NH:69][C:70](=[O:76])[O:71][C:72]([CH3:74])([CH3:73])[CH3:75])=[O:61])=[CH:63][CH:64]=4)[N:44]=3)[CH2:40][CH2:41]2)=[CH:35][CH:34]=1

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 4114359tert-butyl N-(3-amino-2,2-dimethylpropyl)carbamateHCID 667654164-(4-(1-(4-Chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoic acid

生成物 1

HCID 86691672HCID 86691672、化合物収率 71.3%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

iPr2NEt (0.266 g) and O-benzotriazol-1-yl-N,N,N′,N′-tetra-methyluronium tetrafluoroborate (0.610 g) were added into a solution of 4-(4-(1-(4-chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoic acid (0.760 g) and tert-butyl 3-amino-2,2-dimethylpropylcarbamate (0.352 g) were dissolved in DMF (3 mL). The reaction was stirred at room temperature for 16 hrs before 200 mL of EtOAc was added. The organic phase was washed with water (2×25 mL) and brine (20 mL), dried over MgSO4, and concentrated to give crude product tert-butyl 3-(4-(4-(1-(4-chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzamido)-2,2-dimethylpropylcarbamate (0.75 g) which was dissolved in CH2Cl2 (3 mL) and TFA (1.3 mL). After being stirred at room temperature for 16 hours, the mixture was concentrated to give a crude product, N-(3-amino-2,2-dimethylpropyl)-4-(4-(1-(4-chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzamide (0.63 g).

後処理

  1. additionwas added
  2. washThe organic phase was washed with water (2×25 mL) and brine (20 mL)
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-1771f999f1454982a328da6692464a81
出典データセット
uspto-grants-2014_12
特許番号
US08916702B2

反応ノート

読み込み中…