Hydrochloric Acid → HCID 25222665, 화합물

HRID 38572노트

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HRID 38572 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:11]3[C:18]4[CH2:19][CH2:20][N:21]([C:23](=[O:38])/[CH:24]=[CH:25]/[C@@H:26]5[CH2:30][CH2:29][CH2:28][N:27]5C(OC(C)(C)C)=O)[CH2:22][C:17]=4[S:16][C:12]=3[N:13]=[CH:14][N:15]=2)[CH:5]=[CH:6][C:7]=1[F:8].Cl>CC(O)C.O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:11]3[C:18]4[CH2:19][CH2:20][N:21]([C:23](=[O:38])/[CH:24]=[CH:25]/[C@@H:26]5[CH2:30][CH2:29][CH2:28][NH:27]5)[CH2:22][C:17]=4[S:16][C:12]=3[N:13]=[CH:14][N:15]=2)[CH:5]=[CH:6][C:7]=1[F:8]

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 58116987tert-Butyl (2S)-2-[(1E)-3-{4-[(3-chloro-4-fluorophenyl)amino]-5,8-dihydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-7(6H)-yl}-3-oxoprop-1-en-1-yl]pyrrolidine-1-carboxylate

생성물 1

HCID 25222665HCID 25222665, 화합물수율 42.6%

시약·촉매·용매 2

HCID 3776Isopropanol용매HCID 312751,4-Dioxane용매

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온도
70 °C

실험 절차

tert-Butyl (2S)-2-[(1E)-3-{4-[(3-chloro-4-fluorophenyl)amino]-5,8-dihydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidin-7(6H)-yl}-3-oxoprop-1-en-1-yl]pyrrolidine-1-carboxylate from Example 14A (397 mg, 0.712 mmol) was dissolved in 2-propanol (4 mL), and a 4 M solution of gaseous hydrogen chloride in dioxane (0.36 mL) was added. The mixture was stirred for 3 h at 70° C. The solvent was then removed in vacuo. The residue was dissolved in ethyl acetate and washed with 1 N aqueous sodium hydroxide solution. The organic layer was dried over sodium sulfate, and the solvent was evaporated. The crude product was purified by preparative HPLC to yield 139 mg (42%) of the title compound.

후처리

  1. customThe solvent was then removed in vacuo
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with 1 N aqueous sodium hydroxide solution
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. customthe solvent was evaporated
  6. customThe crude product was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-f747e8c5fde847d7b622aed2ceca3956
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524722B2

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