Hydrochloric Acid → HCID 67107840、化合物

HRID 1623862

反応式

HRID 1623862 の反応式
[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]

参加物

9

反応物 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、化合物

生成物 1

HCID 67107840HCID 67107840、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-278cab789efb4dc38f1e3025da30b0de
出典データセット
uspto-grants-2014_07
特許番号
US08778939B2

関連ノート

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