Potassium Hydroxide → 1-(4-((1-(tert-Butoxycarbonyl)piperidin-3-yl)methylamino)-6-(5-cyanopyrazin-2-ylamino)pyridin-3-yl)-1H-pyrrole-3-carboxylic acid

HRID 556827노트

반응식

HRID 556827 반응식
[C:1]([C:3]1[N:4]=[CH:5][C:6]([NH:9][C:10]2[CH:15]=[C:14]([NH:16][CH2:17][CH:18]3[CH2:23][CH2:22][CH2:21][N:20]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:19]3)[C:13]([N:31]3[CH:35]=[CH:34][C:33]([C:36]([O:38]CC)=[O:37])=[CH:32]3)=[CH:12][N:11]=2)=[N:7][CH:8]=1)#[N:2].[OH-].[K+]>C(O)C>[C:27]([O:26][C:24]([N:20]1[CH2:21][CH2:22][CH2:23][CH:18]([CH2:17][NH:16][C:14]2[CH:15]=[C:10]([NH:9][C:6]3[CH:5]=[N:4][C:3]([C:1]#[N:2])=[CH:8][N:7]=3)[N:11]=[CH:12][C:13]=2[N:31]2[CH:35]=[CH:34][C:33]([C:36]([OH:38])=[O:37])=[CH:32]2)[CH2:19]1)=[O:25])([CH3:30])([CH3:28])[CH3:29]

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 71022175tert-Butyl 3-((2-(5-cyanopyrazin-2-ylamino)-5-(3-(ethoxycarbonyl)-1H-pyrrol-1-yl)pyridin-4-ylamino)methyl)piperidine-1-carboxylate

생성물 1

HCID 667465061-(4-((1-(tert-Butoxycarbonyl)piperidin-3-yl)methylamino)-6-(5-cyanopyrazin-2-ylamino)pyridin-3-yl)-1H-pyrrole-3-carboxylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
50 °C

실험 절차

tert-Butyl 3-((2-(5-cyanopyrazin-2-ylamino)-5-(3-(ethoxycarbonyl)-1H-pyrrol-1-yl)pyridin-4-ylamino)methyl)piperidine-1-carboxylate (42 mg, 0.077 mmol) was dissolved in ethanol (1 mL). KOH (43 mg, 0.770 mmol) was added and the solution was stirred at 50° C. for 72 h. The reaction mixture was evaporated to dryness and the residue was partitioned between water and dichloromethane. The two phases were separated and the organic phase was extracted with water. The combined aqueous phases were neutralised to pH 7 by the addition of 1M HCl and then evaporated to dryness. The product (7 mg, 17%) was used directly in the next step without further purification.

후처리

  1. customThe reaction mixture was evaporated to dryness
  2. customthe residue was partitioned between water and dichloromethane
  3. customThe two phases were separated
  4. extractionthe organic phase was extracted with water
  5. additionThe combined aqueous phases were neutralised to pH 7 by the addition of 1M HCl
  6. customevaporated to dryness
  7. customThe product (7 mg, 17%) was used directly in the next step without further purification

출처 및 근거

ORD 기록
ord-ec5d720f22c041afab7b751147f98287
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058045B2

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