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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Lithium hydroxide, monohydrate → 4-{5-[(1,4-diazabicyclo[2.2.2]oct-2-ylmethyl)amino]pyrazin-2-yl}-2-[(3S,4R)-4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl]-1,3-thiazole-5-carboxylic acid

HRID 655745
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HRID 655745 반응식
[N:1]12[CH2:8][CH2:7][N:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[CH2:9][NH:10][C:11]1[N:12]=[CH:13][C:14]([C:17]2[N:18]=[C:19]([N:27]3[CH2:32][CH2:31][C@@H:30]([NH:33][C:34]([C:36]4[NH:37][C:38]([CH3:43])=[C:39]([Cl:42])[C:40]=4[Cl:41])=[O:35])[C@@H:29]([O:44][CH3:45])[CH2:28]3)[S:20][C:21]=2[C:22]([O:24]CC)=[O:23])=[N:15][CH:16]=1.O.[OH-].[Li+]>CO.O>[N:1]12[CH2:8][CH2:7][N:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[CH2:9][NH:10][C:11]1[N:12]=[CH:13][C:14]([C:17]2[N:18]=[C:19]([N:27]3[CH2:32][CH2:31][C@@H:30]([NH:33][C:34]([C:36]4[NH:37][C:38]([CH3:43])=[C:39]([Cl:42])[C:40]=4[Cl:41])=[O:35])[C@@H:29]([O:44][CH3:45])[CH2:28]3)[S:20][C:21]=2[C:22]([OH:24])=[O:23])=[N:15][CH:16]=1
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참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 59402477ethyl 4-{5-[(1,4-diazabicyclo[2.2.2]oct-2-ylmethyl)amino]pyrazin-2-yl}-2-[(3S,4R)-4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl]-1,3-thiazole-5-carboxylate

생성물 1

HCID 594024554-{5-[(1,4-diazabicyclo[2.2.2]oct-2-ylmethyl)amino]pyrazin-2-yl}-2-[(3S,4R)-4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl]-1,3-thiazole-5-carboxylic acid수율 70.3%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

Ethyl 4-{5-[(1,4-diazabicyclo[2.2.2]oct-2-ylmethyl)amino]pyrazin-2-yl}-2-[(3S,4R)-4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl]-1,3-thiazole-5-carboxylate (Example 194, 100 mg, 0.14 mmol) was dissolved in methanol (3 mL) and water (1 mL). Lithium hydroxide monohydrate (18 mg, 0.44 mmol) was added and the reaction mixture was stirred at room temperature for 16 h. The methanol was completely evaporated. The resulting crude product was taken in water (20 mL) and acidified to pH 6 with 2N hydrochloric acid (1.0 mL). The aqueous layer was concentrated to a residue, which was purified by preparative thin layer chromatography to afford 64 mg (66.8%) of 4-{5-[(1,4-diazabicyclo[2.2.2]oct-2-ylmethyl)amino]pyrazin-2-yl}-2-[(3S,4R)-4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl]-1,3-thiazole-5-carboxylic acid as a light yellow solid.

후처리

  1. customThe methanol was completely evaporated
  2. concentrationThe aqueous layer was concentrated to a residue, which
  3. customwas purified by preparative thin layer chromatography

출처 및 근거

ORD 기록
ord-c3a1620d6bb8406fb6eeea424c9a9cec
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08071605B2

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