Morpholine → HCID 69059622、化合物

HRID 730436ノート

反応式

HRID 730436 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[N:9]2[C:13]3=[N:14][C:15]([CH3:19])=[CH:16][C:17]([CH3:18])=[C:12]3[C:11]([C:20]#[N:21])=[C:10]2/[CH:22]=[CH:23]/[C:24]([OH:26])=O)=[CH:4][CH:3]=1.[C:34](Cl)(=O)C(Cl)=O.N1[CH2:45][CH2:44][O:43][CH2:42][CH2:41]1.[CH2:46]([N:48](CC)CC)[CH3:47]>C1COCC1.O.CN(C=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[N:9]2[C:13]3=[N:14][C:15]([CH3:19])=[CH:16][C:17]([CH3:18])=[C:12]3[C:11]([C:20]#[N:21])=[C:10]2/[CH:22]=[CH:23]/[C:24]([NH:48][CH:46]2[CH2:45][CH2:44][O:43][C:42]([CH3:41])([CH3:34])[CH2:47]2)=[O:26])=[CH:4][CH:3]=1

参加物

8

反応物 4

HCID 8083MorpholineHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 69055515HCID 69055515、化合物

生成物 1

HCID 69059622HCID 69059622、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of (2E)-3-{1-[bis(4-fluorophenyl)methyl]-3-cyano-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridin-2-yl}prop-2-enoic acid (250 mg, 0.570 mmol) in THF (2.5 ml) were added DMF (0.025 ml) and oxalylchloride (0.060 ml, 0.680 mmol), the mixture was stirred at room temperature for 1 hour and the solvent was distilled off under reduced pressure. The residue was added under ice-cooling to a solution of morpholine (0.0985 ml, 1.13 mmol), triethylamine (0.314 ml, 2.26 mmol) and THF (2.5 ml), and the mixture was stirred under ice-cooling for 2 hours and at room temperature for 12 hours. The reaction solution was poured into water and extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent distilled off under reduced pressure. The residue was recrystallized from hexane and ethyl acetate to give the objective product as a solid material.

後処理

  1. distillationthe solvent was distilled off under reduced pressure
  2. additionThe residue was added under ice-
  3. stirringthe mixture was stirred under ice-
  4. temperaturecooling for 2 hours and at room temperature for 12 hours
  5. extractionextracted with ethyl acetate
  6. washThe extract was washed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationthe solvent distilled off under reduced pressure
  9. customThe residue was recrystallized from hexane and ethyl acetate

出典と根拠

ORDレコード
ord-a98c1f321e1d4f479bb125c361818357
出典データセット
uspto-grants-2009_09
特許番号
US07582651B2

反応ノート

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