Hydrochloric Acid → N-[3-(2-Aminoethoxy)-4-methoxyphenyl]-2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-carboxamide

HRID 2392684노트

반응식

HRID 2392684 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[N:12]=[C:11]([CH3:13])[O:10][N:9]=2)[CH:5]=[CH:4][C:3]=1[C:14]1[CH:19]=[CH:18][C:17]([C:20]([OH:22])=O)=[CH:16][CH:15]=1.C(OC([NH:30][CH2:31][CH2:32][O:33][C:34]1[CH:35]=[C:36]([CH:38]=[CH:39][C:40]=1[O:41][CH3:42])[NH2:37])=O)(C)(C)C.Cl>CO>[NH2:30][CH2:31][CH2:32][O:33][C:34]1[CH:35]=[C:36]([NH:37][C:20]([C:17]2[CH:16]=[CH:15][C:14]([C:3]3[CH:4]=[CH:5][C:6]([C:8]4[N:12]=[C:11]([CH3:13])[O:10][N:9]=4)=[CH:7][C:2]=3[CH3:1])=[CH:19][CH:18]=2)=[O:22])[CH:38]=[CH:39][C:40]=1[O:41][CH3:42]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 111301684-[2-methyl-4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]benzoic AcidHCID 189800893-(2-(t-Butyloxycarbonylamino)ethoxy)-4-methoxyaniline

생성물 1

HCID 18980139N-[3-(2-Aminoethoxy)-4-methoxyphenyl]-2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-carboxamide수율 19%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-carboxylic acid (EP 0533268 A1) was reacted with 3-(2-(t-butyloxycarbonylamino)ethoxy)-4-methoxyaniline (D11) following a procedure similar to that described in Example 1. The product was dissolved in methanol (10 ml), and treated with 3.3M ethereal HCl solution (3 ml) and left to stand at room temperature for 20 hours. After removal of the solvent in vacuo, the residue was dissolved in H2O solid potassium carbonate was added and the mixture extracted with EtOAC (3×). The combined organic extracts were dried and concentrated in vacuo. Flash column chromatography on silica gel eluting with 5% MeOH/CH2Cl2 gave the title compound as a white solid (0.06 g, 19%) mp 150°-153° C.

후처리

  1. waitleft
  2. customAfter removal of the solvent in vacuo
  3. dissolutionthe residue was dissolved in H2O solid potassium carbonate
  4. additionwas added
  5. extractionthe mixture extracted with EtOAC (3×)
  6. customThe combined organic extracts were dried
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-17fbc43bbd404f529580b262d71bdedb
출처 데이터셋
uspto-grants-1998_09
특허 번호
US05801170

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