Diisopropylethylamine → HCID 178446151、化合物

HRID 2368603ノート

反応式

HRID 2368603 の反応式
[C:1]1([C:7]2[O:11][C:10]([CH2:12][CH2:13][C:14]([OH:16])=O)=[N:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:17]([N:22]1[C:30]2[N:29]=[CH:28][NH:27][C:26]=2[C:25](=[O:31])[NH:24]/[C:23]/1=[N:32]\[NH2:33])[CH2:18][CH2:19][CH2:20][CH3:21].F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.C(N(CC)C(C)C)(C)C>CN(C)C1C=CN=CC=1.CN(C=O)C>[O:31]=[C:25]1[NH:24]/[C:23](=[N:32]\[NH:33][C:14](=[O:16])[CH2:13][CH2:12][C:10]2[O:11][C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[N:8][N:9]=2)/[N:22]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:30]2[N:29]=[CH:28][NH:27][C:26]1=2

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 71306335-Phenyl-1,3,4-oxadiazole-2-propionic acidHCID 178446164HCID 178446164、化合物

生成物 1

HCID 178446151HCID 178446151、化合物収率 55.6%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6228Dimethylformamide溶媒

実験手順

The mixture of 3-(5-phenyl-1,3,4-oxadiazol-2-yl)propanoic acid (500 mg, 20 mmol), (2E)-3-pentyl-3,7-dihydro-1H-purine-2,6-dione 2-hydrazone (480 mg, 0.0020 mol), benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (980 mg, 22 mmol), 4-dimethylaminopyridine (100 mg, 10 mmol), and N,N-diisopropylethylamine (0.73 mL, 42 mmol) in DMF (30 mL) was stirred at room temperature overnight. The mixture was quenched with water and extracted with ethyl acetate three times. The combined organic layers were washed by brine, dried over sodium sulfate, filtered and concentrated. The crude residue was purified by flash column chromatography to yield the desired product (485 mg, 48.5%). LCMS calculated for C21H25N8O3 (M+H): 437.2. Found 437.2.

後処理

  1. customThe mixture was quenched with water
  2. extractionextracted with ethyl acetate three times
  3. washThe combined organic layers were washed by brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe crude residue was purified by flash column chromatography

出典と根拠

ORDレコード
ord-2de3f19bae3b4bd5b0a19591b5389952
出典データセット
uspto-grants-2014_04
特許番号
US08703783B2

反応ノート

読み込み中…