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Sodium Hydroxide → 5-(3-{4-Amino-6-[methyl(phenyl)amino]-1,3,5-triazin-2-yl}-1,2,4-oxadiazol-5-yl)pyridine-2-carboxylic acid

HRID 341494
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HRID 341494 반응식
[NH2:1][C:2]1[N:7]=[C:6]([N:8]([CH3:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:5]=[C:4]([C:16]2[N:20]=[C:19]([C:21]3[CH:22]=[CH:23][C:24]([C:27]([O:29]C)=[O:28])=[N:25][CH:26]=3)[O:18][N:17]=2)[N:3]=1.[OH-].[Na+]>CO>[NH2:1][C:2]1[N:7]=[C:6]([N:8]([CH3:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:5]=[C:4]([C:16]2[N:20]=[C:19]([C:21]3[CH:22]=[CH:23][C:24]([C:27]([OH:29])=[O:28])=[N:25][CH:26]=3)[O:18][N:17]=2)[N:3]=1
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HCID 14798Sodium HydroxideHCID 66803428Methyl 5-(3-{4-amino-6-[methyl(phenyl)amino]-1,3,5-triazin-2-yl}-1,2,4-oxadiazol-5-yl)pyridine-2-carboxylate

생성물 1

HCID 668034705-(3-{4-Amino-6-[methyl(phenyl)amino]-1,3,5-triazin-2-yl}-1,2,4-oxadiazol-5-yl)pyridine-2-carboxylic acid수율 87%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of (methyl 5-(3-{4-amino-6-[methyl(phenyl)amino]-1,3,5-triazin-2-yl}-1,2,4-oxadiazol-5-yl)pyridine-2-carboxylate) (prepared in an analogous manner to Example 279, 500 mg, 1.23 mmol) in MeOH (20 mL) was added a 1M sodium hydroxide aq. solution (1.85 mL, 1.85 mmol). The solution was stirred at room temperature overnight and evaporated to dryness. The resulting solid was dissolved in water (20 mL) and the solution acidified to pH 3 with a 1M HCl aq. solution. The resulting solid was filtered and dried to afford the desired product as a beige solid (418 mg, 87%). Method C HPLC-MS: MH+ requires m/z=391. Found: m/z=390.9, Rt=1.16 min (95%).

후처리

  1. customevaporated to dryness
  2. dissolutionThe resulting solid was dissolved in water (20 mL)
  3. filtrationThe resulting solid was filtered
  4. customdried

출처 및 근거

ORD 기록
ord-37f4adc9945f4c4d9ab353ec884bd8c0
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08895733B2

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