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Diisopropylethylamine → 3-benzyloxy-N-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-4-methyl-benzamide

HRID 1844590
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HRID 1844590 반응식
F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C.ON1C2N=CC=CC=2N=N1.[CH2:44]([O:51][C:52]1[CH:53]=[C:54]([CH:58]=[CH:59][C:60]=1[CH3:61])[C:55]([OH:57])=O)[C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1.Cl.[NH2:63][C:64]1[C:65]([O:79][CH3:80])=[C:66]([NH:74][S:75]([CH3:78])(=[O:77])=[O:76])[CH:67]=[C:68]([C:70]([CH3:73])([CH3:72])[CH3:71])[CH:69]=1>CN(C)C=O.C(OCC)(=O)C>[CH2:44]([O:51][C:52]1[CH:53]=[C:54]([CH:58]=[CH:59][C:60]=1[CH3:61])[C:55]([NH:63][C:64]1[CH:69]=[C:68]([C:70]([CH3:72])([CH3:73])[CH3:71])[CH:67]=[C:66]([NH:74][S:75]([CH3:78])(=[O:77])=[O:76])[C:65]=1[O:79][CH3:80])=[O:57])[C:45]1[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=1
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참가 물질

8

반응물 5

HCID 81531DiisopropylethylamineHCID 181649HOAtHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 21079205N-(3-amino-5-tert-butyl-2-methoxyphenyl)methanesulphonamide-hydrochlorideHCID 229031883-(Benzyloxy)-4-methylbenzoic acid

생성물 1

HCID 67217548
3-benzyloxy-N-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-4-methyl-benzamide

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

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온도
50 °C

실험 절차

10.59 g of O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyl-uronium hexafluorophosphate, 9.54 ml diisopropylethylamine and 1.26 g 1-hydroxy-7-azabenzotriazole are added to 4.50 g 3-benzyloxy-4-methyl-benzoic acid in 25 ml N,N-dimethylformamide under an argon atmosphere. The mixture is stirred for 15 minutes at ambient temperature, before 5.74 g N-(3-amino-5-tert-butyl-2-methoxyphenyl)methanesulphonamide-hydrochloride are added. The reaction mixture is stirred overnight at 50° C. After cooling to ambient temperature the reaction mixture is diluted with ethyl acetate, washed with water, 1 N hydrochloric acid and saturated aqueous sodium chloride solution, dried on magnesium sulphate and evaporated down. The flask residue is stirred with methanol, and the resulting white precipitate is suction filtered and dried.

후처리

  1. additionare added
  2. temperatureAfter cooling to ambient temperature the reaction mixture
  3. washwashed with water, 1 N hydrochloric acid and saturated aqueous sodium chloride solution
  4. customdried on magnesium sulphate
  5. customevaporated down
  6. stirringThe flask residue is stirred with methanol
  7. filtrationfiltered
  8. customdried

출처 및 근거

ORD 기록
ord-0ef8f2f3e5bb4b97af5414d0a35b9125
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946438B2

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