Hydrochloric Acid → HCID 22219469、化合物

HRID 1793814ノート

反応式

HRID 1793814 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].C[O:16][C:17]([C:19]12[CH2:26][CH2:25][C:22]([C:27](O)=O)([CH2:23][CH2:24]1)[CH2:21][CH2:20]2)=[O:18].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>[O:13]=[C:6]1[N:7]([CH2:10][CH2:11][CH3:12])[C:8]2[N:9]=[C:27]([C:22]34[CH2:25][CH2:26][C:19]([C:17]([OH:18])=[O:16])([CH2:20][CH2:21]3)[CH2:24][CH2:23]4)[NH:2][C:3]=2[C:4](=[O:14])[NH:5]1

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 110420624-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acidHCID 11994282HCID 11994282、化合物

生成物 1

HCID 22219469HCID 22219469、化合物収率 80.1%

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 (570 mg) was dissolved in 20 mL of DMF along with bicyclo[2.2.2]octane-1,4-dicarboxylic acid monomethyl ester (520 mg, 2.45 mmol). HATU (980 mg, 1.05 eq) was added, followed by Et3N (1.40 mL, 4.05 eq). The resulting reaction mixture was stirred at rt overnight. The following morning, the reaction mixture was filtered to remove some of the precipitate. The filtrate was concentrated under reduced pressure. The resulting residue was dissolved in 10 mL of H2O containing 10 eq of NaOH (980 mg). The reaction mixture was stirred under reflux for 2 h. It was then cooled to rt and acidified to pH2 with concentrated HCl. The resulting precipitate was collected by filtration and dried to afford 680 mg of the acid derivative.

後処理

  1. customThe resulting reaction mixture
  2. filtrationThe following morning, the 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 2 h
  7. temperatureIt was then cooled to rt
  8. filtrationThe resulting precipitate was collected by filtration
  9. customdried

出典と根拠

ORDレコード
ord-17d62afcf8664f4abb1525f50ee56276
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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