Sulfuric Acid → 1-Amino-7-[4-(trifluoromethyl)phenyl][1]benzothieno[3,2-c]pyridine-4-carboxamide

HRID 1896531노트

반응식

HRID 1896531 반응식
COC1C=CC(C[NH:8][C:9]2[C:14]3[C:15]4[CH:21]=[CH:20][C:19]([C:22]5[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=5)=[CH:18][C:16]=4[S:17][C:13]=3[C:12]([C:32]#[N:33])=[CH:11][N:10]=2)=CC=1.[OH:36]S(O)(=O)=O.C([O-])(O)=O.[Na+].[Na+].[Cl-]>C1COCC1.CCOC(C)=O>[NH2:8][C:9]1[C:14]2[C:15]3[CH:21]=[CH:20][C:19]([C:22]4[CH:27]=[CH:26][C:25]([C:28]([F:29])([F:31])[F:30])=[CH:24][CH:23]=4)=[CH:18][C:16]=3[S:17][C:13]=2[C:12]([C:32]([NH2:33])=[O:36])=[CH:11][N:10]=1

참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 5234Sodium ChlorideHCID 516892Sodium BicarbonateHCID 59198451HCID 59198451, 화합물

생성물 1

HCID 235819921-Amino-7-[4-(trifluoromethyl)phenyl][1]benzothieno[3,2-c]pyridine-4-carboxamide

시약·촉매·용매 1

HCID 21939870Tetrahydrofuran ethyl acetate용매

실험 절차

1-[(4-Methoxybenzyl)amino]-7-[4-(trifluoromethyl)phenyl][1]benzothieno[3,2-c]pyridine-4-carbonitrile was placed in a flask cooled to 0° C. before conc. H2SO4 (excess) was added dropwise under vigorous stirring. The final mixture was warmed to room temperature and, after 1 h, poured into THF/EtOAc and aqueous NaHCO3 previously saturated with NaCl solid. After separation of the organic phase, the aqueous phase was extracted again with THF/EtOAc, and the combined organic phases were dried over MgSO4 and filtered. After evaporation of the organic solvents, the crude material was purified by a wash with Et2O to provide the title compound as a yellow solid.

후처리

  1. additionwas added dropwise under vigorous stirring
  2. customAfter separation of the organic phase
  3. extractionthe aqueous phase was extracted again with THF/EtOAc
  4. dry with materialthe combined organic phases were dried over MgSO4
  5. filtrationfiltered
  6. customAfter evaporation of the organic solvents
  7. customthe crude material was purified by
  8. washa wash with Et2O

출처 및 근거

ORD 기록
ord-90426fe9d1464e28b153783e6a8b6983
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08518964B2

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