Hydrochloric Acid → 4-(2'-Oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-ylamino)picolinic acid

HRID 1640242

反応式

HRID 1640242 の反応式
Br[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]([O:10]C)=[O:9])[CH:3]=1.Cl.[NH2:13][C:14]1[CH:15]=[C:16]2[C:29](=[CH:30][CH:31]=1)[CH2:28][C:18]1([C:26]3[C:21](=[N:22][CH:23]=[CH:24][CH:25]=3)[NH:20][C:19]1=[O:27])[CH2:17]2>CC(O)C>[O:27]=[C:19]1[NH:20][C:21]2=[N:22][CH:23]=[CH:24][CH:25]=[C:26]2[C:18]21[CH2:17][C:16]1[C:29](=[CH:30][CH:31]=[C:14]([NH:13][C:2]3[CH:7]=[CH:6][N:5]=[C:4]([C:8]([OH:10])=[O:9])[CH:3]=3)[CH:15]=1)[CH2:28]2

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 12828947Methyl 4-bromopicolinateHCID 591667225-amino-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

生成物 1

HCID 581175174-(2'-Oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-ylamino)picolinic acid

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

0.17 g (0.79 mmol) methyl 4-bromo-pyridine-2-carboxylate and 17 μL (70 μmol) of a 4M aqueous hydrochloric acid solution were added to 0.20 g (0.78 mmol) 5-amino-1,3-dihydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one in 5.0 mL of 2-propanol. The reaction mixture was refluxed for 2 h, then cooled to RT and evaporated down. The residue was taken up in THF and mixed with 0.50 mL (2.0 mmol) of a 4M aqueous NaOH solution and stirred overnight at RT. The reaction mixture was diluted with water, combined with 0.5 mL conc. HCl and the solvent was eliminated. The precipitated product was suction filtered and dried.

後処理

  1. temperatureThe reaction mixture was refluxed for 2 h
  2. customevaporated down
  3. additionmixed with 0.50 mL (2.0 mmol) of a 4M aqueous NaOH solution
  4. additionThe reaction mixture was diluted with water
  5. filtrationfiltered
  6. customdried

出典と根拠

ORDレコード
ord-3a962e5ce5be4740a9adb95fe821c143
出典データセット
uspto-grants-2012_02
特許番号
US08110575B2

関連ノート

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