Diisopropylethylamine → HCID 178446151, 화합물

HRID 1664565노트

반응식

HRID 1664565 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

HCID 178446151HCID 178446151, 화합물수율 55.6%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9c296235c6e84be4ac7e94af56d2329a
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08039478B2

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