Diisopropylethylamine → HCID 46941027、化合物

HRID 2114361ノート

反応式

HRID 2114361 の反応式
[CH3:1][C:2]1[C:15]([O:16][CH3:17])=[CH:14][C:5]2[N:6]([CH2:10][C:11]([OH:13])=O)[C:7](=[O:9])[O:8][C:4]=2[CH:3]=1.CN([P+](ON1N=NC2C=CC=CC1=2)(N(C)C)N(C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C.[C:54]1([C:69]2[CH:74]=[CH:73][CH:72]=[CH:71][CH:70]=2)[CH:59]=[CH:58][C:57]([CH:60]([NH:67][CH3:68])[CH2:61][N:62]2[CH2:66][CH2:65][CH2:64][CH2:63]2)=[CH:56][CH:55]=1>C(Cl)Cl>[C:54]1([C:69]2[CH:70]=[CH:71][CH:72]=[CH:73][CH:74]=2)[CH:59]=[CH:58][C:57]([CH:60]([N:67]([CH3:68])[C:11](=[O:13])[CH2:10][N:6]2[C:5]3[CH:14]=[C:15]([O:16][CH3:17])[C:2]([CH3:1])=[CH:3][C:4]=3[O:8][C:7]2=[O:9])[CH2:61][N:62]2[CH2:66][CH2:65][CH2:64][CH2:63]2)=[CH:56][CH:55]=1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 2756716(1-Biphenyl-4-yl-2-pyrrolidin-1-yl-ethyl)-methyl-amineHCID 57457148[6-Methyl-5-(methyloxy)-2-oxo-1,3-benzoxazol-3(2H)-yl]acetic acid

生成物 1

HCID 46941027HCID 46941027、化合物収率 74%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

[6-Methyl-5-(methyloxy)-2-oxo-1,3-benzoxazol-3(2H)-yl]acetic acid (59 mg, 0.25 mmol) and BOP reagent (133 mg, 0.30 mmol) were dissolved in CH2Cl2 (1 mL), and diisopropylethylamine (32 mg, 0.25 mmol) was added to it. The resulting mixture was stirred at room temperature for 5 min, then 1-(4-biphenylyl)-N-methyl-2-(1-pyrrolidinyl)ethanamine (70 mg, 0.25 mmol) was added. Stirring was continued for 16 h and then the mixture was concentrated. The residue was dissolved in CH3OH, and purified by preparative HPLC (YMC CombiPrep ODS-A, 50×50 mm, 50 mL/min, A: acetonitrile B: water with NH4OH at pH=10, A: 20% to 70% during 12 min, UV detection at 214 nm) to give 92 mg (74%) of the title compound as a white solid. MS (ES) m/e 500 [M+H]+.

後処理

  1. stirringStirring
  2. waitwas continued for 16 h
  3. concentrationthe mixture was concentrated
  4. dissolutionThe residue was dissolved in CH3OH
  5. custompurified by preparative HPLC (YMC CombiPrep ODS-A, 50×50 mm, 50 mL/min
  6. waitA: acetonitrile B: water with NH4OH at pH=10, A: 20% to 70% during 12 min

出典と根拠

ORDレコード
ord-8830be8c140146d1b8eaef87701e67b9
出典データセット
uspto-grants-2008_10
特許番号
US07432258B2

反応ノート

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