Lithium hydroxide, monohydrate → 1-(Isoquinolin-1-yl)-4-methyl-1H-pyrrole-3-carboxylic acid

HRID 1792808ノート

反応式

HRID 1792808 の反応式
O.[OH-].[Li+].[C:4]1([N:14]2[CH:18]=[C:17]([CH3:19])[C:16]([C:20]([O:22]C)=[O:21])=[CH:15]2)[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][N:5]=1>O1CCCC1.O>[C:20]([C:16]1[C:17]([CH3:19])=[CH:18][N:14]([C:4]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH:7]=[CH:6][N:5]=2)[CH:15]=1)([OH:22])=[O:21]

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 22024933Methyl 1-(isoquinolin-1-yl)-4-methyl-1H-pyrrole-3-carboxylate

生成物 1

HCID 220249341-(Isoquinolin-1-yl)-4-methyl-1H-pyrrole-3-carboxylic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

0.63 g (15 mmol) of lithium hydroxide monohydrate is added at a temperature in the region of 20° C. to 1.35 g (5 mmol) of 1-(isoquinol-1-yl)-3-methoxycarbonyl-4-methyl-1H-pyrrole dissolved in 50 mL of tetrahydrofuran and 50 mL of water. After stirring at reflux for 25 hours, the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa) to give a residue which is taken up in 20 mL of water and then triturated with 15 mL of 1N hydrochloric acid. After filtering off and drying the solid residue at ambient pressure at a temperature in the region of 50° C., 1.1 g of 3-carboxy-1-(isoquinol-1-yl)-4-methyl-1H-pyrrole are obtained in the form of a whitish solid melting at 245° C.

後処理

  1. temperatureat reflux for 25 hours
  2. concentrationthe reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa)
  3. customto give a residue which
  4. customtriturated with 15 mL of 1N hydrochloric acid
  5. filtrationAfter filtering off
  6. dry with materialdrying the solid residue at ambient pressure at a temperature in the region of 50° C., 1.1 g of 3-carboxy-1-(isoquinol-1-yl)-4-methyl-1H-pyrrole

出典と根拠

ORDレコード
ord-4171eb3662dd4db3925a61d44be6d640
出典データセット
uspto-grants-2006_07
特許番号
US07078414B2

反応ノート

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