Dimethylformamide → 3-(1,4,Diazabicyclo[3.2.2]non-4-ylcarbonyl)-1h-pyrazolo[3,4-c]pyridine

HRID 272303

반응식

HRID 272303 반응식
Br[C:2]1[C:10]2[C:5](=[CH:6][N:7]=[CH:8][CH:9]=2)[NH:4][N:3]=1.[N:11]12[CH2:19][CH2:18][CH:15]([CH2:16][CH2:17]1)[NH:14][CH2:13][CH2:12]2.C(N(CC)CC)C.CN(C)[CH:29]=[O:30]>C1(P([Pd](P(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(Cl)Cl)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[N:11]12[CH2:19][CH2:18][CH:15]([CH2:16][CH2:17]1)[N:14]([C:29]([C:2]1[C:10]3[C:5](=[CH:6][N:7]=[CH:8][CH:9]=3)[NH:4][N:3]=1)=[O:30])[CH2:13][CH2:12]2

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 3984071,4-Diazabicyclo(3.2.2)nonaneHCID 178419486HCID 178419486, 화합물

생성물 1

HCID 689680133-(1,4,Diazabicyclo[3.2.2]non-4-ylcarbonyl)-1h-pyrazolo[3,4-c]pyridine

시약·촉매·용매 1

HCID 178479802HCID 178479802, 화합물촉매

반응 조건

온도
110 °C

실험 절차

1 g (5 mmol) of 3-bromo-1H-pyrazolo[3,4-c]pyridine, 0.53 g (0.75 mmol) of bis(triphenyl-phosphino)dichloropalladium, 1.9 g (15.1 mmol) of 1,4-diazabicyclo[3.2.2]nonane and 3.5 ml (25 mmol) of triethylamine dissolved in 15 ml of N,N-dimethyl-formamide are successively introduced into a 50 ml reactor. The mixture is then purged with carbon monoxide and heated at 110° C. for 20 hours. The reaction medium is poured into 100 ml of water and the aqueous phase is extracted with chloroform. After drying the organic phases, they are dried, filtered and concentrated under reduced pressure. The residue is purified by chromatography on a column of silica gel, eluting with a mixture of chloroform, methanol and aqueous ammonia in 90/10/1 proportions.

후처리

  1. additionare successively introduced into a 50 ml reactor
  2. customThe mixture is then purged with carbon monoxide
  3. additionThe reaction medium is poured into 100 ml of water
  4. extractionthe aqueous phase is extracted with chloroform
  5. customAfter drying the organic phases, they
  6. customare dried
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customThe residue is purified by chromatography on a column of silica gel
  10. washeluting with a mixture of chloroform, methanol and aqueous ammonia in 90/10/1 proportions

출처 및 근거

ORD 기록
ord-3ad35ecf01b742cc9e1adcfb29e3e535
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07456171B2

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