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

HRID 1792808노트

반응식

HRID 1792808 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4171eb3662dd4db3925a61d44be6d640
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07078414B2

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