Diisopropylethylamine → HCID 54767443、化合物

HRID 1690279ノート

反応式

HRID 1690279 の反応式
[CH:1]1([C:4]2[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:9][C:5]=2[C:6]([OH:8])=O)[CH2:3][CH2:2]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)C(C)C)C.[CH3:50][N:51]1[CH:56]2[CH2:57][CH2:58][CH:52]1[C:53]([NH2:65])([C:59]1[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=1)[CH2:54][CH2:55]2>CN(C)C=O>[CH:1]1([C:4]2[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:9][C:5]=2[C:6]([NH:65][C:53]2([C:59]3[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=3)[CH2:54][CH2:55][CH:56]3[N:51]([CH3:50])[CH:52]2[CH2:58][CH2:57]3)=[O:8])[CH2:2][CH2:3]1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58565893(1RS,2RS,5SR)-8-Methyl-2-phenyl-8-aza-bicyclo[3.2.1]oct-2-ylamine2 回HCID 594384852-Cyclopropyl-4-(trifluoromethyl)benzoic acid2 回

生成物 1

HCID 54767443HCID 54767443、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a solution of 23.4 mg (0.102 mmol) 2-cyclopropyl-4-trifluoromethyl-benzoic acid (intermediate B2), 53.1 mg (0.139 mmol) HATU and 64 ul (0.370 mmol) N-ethyldiisopropylamine in 0.8 ml N,N-dimethylformamide, was added a solution of 20 mg (0.0925 mmol) (1RS,2RS,5SR)-8-methyl-2-phenyl-8-aza-bicyclo[3.2.1]oct-2-ylamine (intermediate A1) in 0.2 ml N,N-dimethylformamide. The mixture was stirred at room temperature overnight. The solvent was removed in vacuo. The residue was dissolved in ethyl acetate. The solution was washed once with water and twice with a saturated sodium bicarbonate solution. The aqueous layer was extracted once with ethyl acetate. The combined extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude oil was purified with flash column chromatography on silica (5 g) eluting with a gradient formed from n-heptane and ethyl acetate (0 to 50%) to provide 10 mg (y: 25.2%) of the title compound as a colorless viscous oil. MS (m/e): 429.2 (M+H+)

後処理

  1. customThe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washThe solution was washed once with water and twice with a saturated sodium bicarbonate solution
  4. extractionThe aqueous layer was extracted once with ethyl acetate
  5. dry with materialThe combined extracts were dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe crude oil was purified with flash column chromatography on silica (5 g)
  9. washeluting with a gradient
  10. customformed from n-heptane and ethyl acetate (0 to 50%)

出典と根拠

ORDレコード
ord-4963ac3d45a24c9d97a38d18664bf482
出典データセット
uspto-grants-2012_04
特許番号
US08153653B2

反応ノート

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