Hydrochloric Acid → HCID 11994283、化合物

HRID 1793809ノート

反応式

HRID 1793809 の反応式
Cl.[NH2:2][C:3]1[C:4](=[O:14])[NH:5][C:6](=[O:13])[N:7]([CH2:10][CH2:11][CH3:12])[C:8]=1[NH2:9].[OH:15][C:16]12[CH2:23][CH2:22][C:19]([C:24](O)=O)([CH2:20][CH2:21]1)[CH2:18][CH2:17]2.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(CC)CC.O.[OH-].[Na+].Cl>CN(C=O)C>[OH:15][C:16]12[CH2:23][CH2:22][C:19]([C:24]3[NH:2][C:3]4[C:4](=[O:14])[NH:5][C:6](=[O:13])[N:7]([CH2:10][CH2:11][CH3:12])[C:8]=4[N:9]=3)([CH2:20][CH2:21]1)[CH2:18][CH2:17]2

参加物

9

反応物 7

HCID 313Hydrochloric AcidHCID 962WaterHCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 11994282HCID 11994282、化合物HCID 125601364-Hydroxybicyclo[2.2.2]octane-1-carboxylic acid

生成物 1

HCID 11994283HCID 11994283、化合物収率 38.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

5,6-Diamino-1-propyl-1H-pyrimidine-2,4-dione hydrochloride salt (3.4 g) was dissolved in 80 mL of DMF along with 4-hydroxy-bicyclo[2.2.2]octane-1-carboxylic acid (2.5 g, 15 mmol). HATU (5.9 g, 1.05 eq) was added, followed by Et3N (8.30 mL, 4.05 eq). The resulting reaction mixture was stirred at rt overnight. The reaction mixture was filtered to remove some of the precipitate. The filtrate was concentrated under reduced pressure. The resulting residue was dissolved in 60 mL of H2O containing 10 eq of NaOH (5.9 g). The reaction mixture was stirred under reflux for 1 h, cooled to rt and acidified to pH2 with concentrated HCl. The resulting precipitate was collected by filtration and dried to afford 1.85 g of the xanthine derivative.

後処理

  1. customThe resulting reaction mixture
  2. filtrationThe reaction mixture was filtered
  3. customto remove some of the precipitate
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. stirringThe reaction mixture was stirred
  6. temperatureunder reflux for 1 h
  7. temperaturecooled to rt
  8. filtrationThe resulting precipitate was collected by filtration
  9. customdried

出典と根拠

ORDレコード
ord-1db5e2e77dc84a64b70ece3365399ba4
出典データセット
uspto-grants-2006_04
特許番号
US07022686B2

反応ノート

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