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

HRID 37815

反応式

HRID 37815 の反応式
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

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 3984071,4-Diazabicyclo(3.2.2)nonaneHCID 178419486HCID 178419486、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 178479802HCID 178479802、化合物触媒

反応条件

温度
110 °C

実験手順

1 g (5 mmol) of 3-bromo-1H-pyrazolo[3,4-c]-pyridine, 0.53 g (0.75 mmol) of bis(triphenylphosphino)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-dimethylformamide 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.

後処理

  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

出典と根拠

ORDレコード
ord-814e87e08ebe42e0a69e2333a633230c
出典データセット
uspto-grants-2013_09
特許番号
US08524706B2

関連ノート

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