Hydrochloric Acid → HCID 67107840, 화합물

HRID 1623862

반응식

HRID 1623862 반응식
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9][O:10][C:11]1[CH:20]=[CH:19][C:18]([C:21]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)=[O:22])=[CH:17][C:12]=1[C:13](OC)=[O:14].[OH-].[Li+].Cl.C(N(C(C)C)CC)(C)C.[F:41][C:42]1[C:47]([NH2:48])=[CH:46][CH:45]=[CH:44][N:43]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>O1CCCC1.O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9][O:10][C:11]1[CH:20]=[CH:19][C:18]([C:21]([N:23]2[CH2:24][CH2:25][O:26][CH2:27][CH2:28]2)=[O:22])=[CH:17][C:12]=1[C:13]([NH:48][C:47]1[C:42]([F:41])=[N:43][CH:44]=[CH:45][CH:46]=1)=[O:14]

참가 물질

9

반응물 6

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 81531DiisopropylethylamineHCID 27628162-Fluoropyridin-3-amineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 67107388HCID 67107388, 화합물

생성물 1

HCID 67107840HCID 67107840, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

To a solution of methyl 2-([(2,4-difluorophenyl)methyl]oxy}-5-(4-morpholinylcarbonyl)benzoate (may be prepared as described in Description 110, 100 mg, 0.26 mmol) in tetrahydrofuran (THF) (4 ml) was added lithium hydroxide (26 mg, 1.09 mmol) and water (1 ml). The mixture was heated at 50° C. for one hour, cooled and 2M hydrochloric acid (0.54 ml, 1.09 mmol) was added. The solvent removed in vacuo and the residue was redissolved in N,N-dimethylformamide (4 ml). Diisopropylethylamine (0.09 ml, 0.51 mmol), 2-fluoro-3-pyridinamine (34.4 mg, 0.31 mmol) and HATU (243 mg, 0.64 mmol) were added and the mixture stirred overnight. The solvent was removed in vacuo and the residue purified by column chromatography (silicon, 10% methanol/dichloromethane) to give an oil. Purification by MDAP yielded the title compound as an off-white solid. 22 mg.

후처리

  1. temperaturecooled
  2. customThe solvent removed in vacuo
  3. dissolutionthe residue was redissolved in N,N-dimethylformamide (4 ml)
  4. customThe solvent was removed in vacuo
  5. customthe residue purified by column chromatography (silicon, 10% methanol/dichloromethane)
  6. customto give an oil
  7. customPurification by MDAP

출처 및 근거

ORD 기록
ord-278cab789efb4dc38f1e3025da30b0de
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08778939B2

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