Sodium Chloride → HCID 178509115, 화합물

HRID 407348노트

반응식

HRID 407348 반응식
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([CH:7]2[CH2:12][CH2:11][N:10](C(=O)C)[CH2:9][CH2:8]2)[C:3]=1[C:16]1[S:17][C:18]2[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=2[N:20]=1.[OH-].[Na+].[Na+].[Cl-]>Cl>[NH3:1].[S:17]1[C:18]2[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=2[N:20]=[C:16]1[C:3]1[C:4]([CH:7]2[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]2)=[N:5][NH:6][C:2]=1[NH2:1]

참가 물질

6

반응물 3

HCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 178473791HCID 178473791, 화합물

생성물 2

HCID 222Ammonia수율 1%HCID 178509115HCID 178509115, 화합물수율 63.4%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

A solution of the above prepared 1-[4-(5-amino-4-benzothiazol-2-yl-1H-pyrazol-3-yl)-piperidin-1-yl]-ethanone (54 mg, 0.158 mmol) in 6N HCl (10 mL) was refluxed for 6 hrs and was allowed to cool to room temperature overnight. The resulting mixture was poured over crushed ice (20 mL) and the solution was adjusted to neutral pH using a 10% NaOH solution. The resulting solution was saturated with NaCl and was extracted with ethyl acetate (10×50 mL). The combined extracts were washed once with brine, dried over anhydrous sodium sulfate, filtered and evaporated. The resulting crude product was purified by flash column chromatography eluting with CH2Cl2:MeOH=20:1 with 1% ammonia to yield 15 mg (32%) of the title compound. MS (m/z, ES+): 300.14 (M+1, 100%).

후처리

  1. temperaturewas refluxed for 6 hrs
  2. additionThe resulting mixture was poured
  3. extractionwas extracted with ethyl acetate (10×50 mL)
  4. washThe combined extracts were washed once with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customThe resulting crude product was purified by flash column chromatography
  9. washeluting with CH2Cl2

출처 및 근거

ORD 기록
ord-92785894f6154d46b48b6de4c9b314ff
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754233B2

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