5-[2,6-Difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-({2-[2-(trimethylsilyl)ethoxy]pyrimidin-4-yl}amino)thiophene-3-carboxamide → HCID 178458580, 화합물

HRID 386125노트

반응식

HRID 386125 반응식
[F:1][C:2]1[CH:7]=[C:6]([C:8]([OH:11])([CH3:10])[CH3:9])[CH:5]=[C:4]([F:12])[C:3]=1[C:13]1[S:17][C:16]([NH:18][C:19]2[CH:24]=[CH:23][N:22]=[C:21]([O:25]CC[Si](C)(C)C)[N:20]=2)=[C:15]([C:32]([NH2:34])=[O:33])[CH:14]=1>CO.Cl>[F:12][C:4]1[CH:5]=[C:6]([C:8]([OH:11])([CH3:9])[CH3:10])[CH:7]=[C:2]([F:1])[C:3]=1[C:13]1[S:17][C:16]([NH:18][C:19]2[CH:24]=[CH:23][NH:22][C:21](=[O:25])[N:20]=2)=[C:15]([C:32]([NH2:34])=[O:33])[CH:14]=1

참가 물질

4

반응물 1

HCID 595257675-[2,6-Difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-({2-[2-(trimethylsilyl)ethoxy]pyrimidin-4-yl}amino)thiophene-3-carboxamide

생성물 1

HCID 178458580HCID 178458580, 화합물

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 887Methanol용매

실험 절차

5-[2,6-Difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-({2-[2-(trimethylsilyl)ethoxy]pyrimidin-4-yl}amino)thiophene-3-carboxamide (109 mg, 0.215 mmol) was stirred in a mixture of MeOH (10 mL) and 2N HCl (6 mL) at room temperature overnight. The solvent was removed in vacuo, saturated NaHCO3 was added and the reaction mixture was extracted with EtOAc (2×). The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. Purification of the residue by reverse phase HPLC (40-100% MeCN—H2O) gave the title compound as a pale yellow solid after triturating in DCM.

후처리

  1. customThe solvent was removed in vacuo, saturated NaHCO3
  2. additionwas added
  3. extractionthe reaction mixture was extracted with EtOAc (2×)
  4. washThe combined organic extracts were washed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customPurification of the residue by reverse phase HPLC (40-100% MeCN—H2O)

출처 및 근거

ORD 기록
ord-e86f7efe837340108723832947f24601
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367706B2

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