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Lithium hydroxide, monohydrate → 4-((4-chlorophenyl)((4-methoxybenzyl)amino)methyl)-1-cyclopropyl-3-methyl-1H-pyrazole-5-carboxylic acid

HRID 873826
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HRID 873826 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)[C:9]2[C:10]([CH3:20])=[N:11][N:12]([CH:17]3[CH2:19][CH2:18]3)[C:13]=2[C:14]([O-:16])=[O:15])=[CH:4][CH:3]=1.O[Li].O>O1CCOCC1.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:21][CH2:22][C:23]2[CH:24]=[CH:25][C:26]([O:29][CH3:30])=[CH:27][CH:28]=2)[C:9]2[C:10]([CH3:20])=[N:11][N:12]([CH:17]3[CH2:18][CH2:19]3)[C:13]=2[C:14]([OH:16])=[O:15])=[CH:4][CH:3]=1
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5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 1317325704-((4-chlorophenyl)((4-methoxybenzyl)amino)methyl)-1-cyclopropyl-3-methyl-1H-pyrazole-5-carboxylate

생성물 1

HCID 1177028014-((4-chlorophenyl)((4-methoxybenzyl)amino)methyl)-1-cyclopropyl-3-methyl-1H-pyrazole-5-carboxylic acid수율 94%

시약·촉매·용매 2

HCID 962Water용매
HCID 31275
1,4-Dioxane
용매

실험 절차

In a 100-mL flask was introduced 4-((4-chlorophenyl)((4-methoxybenzyl)amino)methyl)-1-cyclopropyl-3-methyl-1H-pyrazole-5-carboxylate (Step 23.6) (2.22 g, 4.89 mmol) and LiOH.H2O (0.616 g, 14.67 mmol) in dioxane (15 mL) and H2O (6 mL). The reaction mixture was stirred for hr at rt, quenched with 0.5N HCl (100 mL), and diluted with EtOAc (100 mL). The resulting suspension was filtered to afford the title compound (2.30 g, 4.59 mmol, 94% yield) as a colorless solid. tR: 3.86 min (HPLC 1); tR: 0.87 min (LC-MS 2); ESI-MS: 426 [M+H]+ (LC-MS 2).

후처리

  1. customquenched with 0.5N HCl (100 mL)
  2. additiondiluted with EtOAc (100 mL)
  3. filtrationThe resulting suspension was filtered

출처 및 근거

ORD 기록
ord-4d95013f402c449386d7399d893a00a0
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08975417B2

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