Hydrochloric Acid → (1S,2S,3R,5S)-3-(7-Chloro-5-(Propylthio)-3H-[1,2,3]Triazolo[4,5-d]Pyrimidin-3-Yl)-5-(2-Hydroxyethoxy)Cyclopentane-1,2-Diol

HRID 589817노트

반응식

HRID 589817 반응식
Cl.[NH2:2][C:3]1[C:4]([NH:14][C@H:15]2[C@@H:19]3[O:20]C(C)(C)[O:22][C@@H:18]3[C@@H:17]([O:25][CH2:26][CH2:27][OH:28])[CH2:16]2)=[N:5][C:6]([S:10][CH2:11][CH2:12][CH3:13])=[N:7][C:8]=1[Cl:9].[N:29]([O-])=O.[Na+]>O>[Cl:9][C:8]1[C:3]2[N:2]=[N:29][N:14]([C@@H:15]3[CH2:16][C@H:17]([O:25][CH2:26][CH2:27][OH:28])[C@@H:18]([OH:22])[C@H:19]3[OH:20])[C:4]=2[N:5]=[C:6]([S:10][CH2:11][CH2:12][CH3:13])[N:7]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 102021862-(((3aR,4S,6R,6aS)-6-((5-amino-6-chloro-2-(propylthio)pyrimidin-4-yl)amino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanolHCID 23668193Sodium Nitrite

생성물 1

HCID 71609809(1S,2S,3R,5S)-3-(7-Chloro-5-(Propylthio)-3H-[1,2,3]Triazolo[4,5-d]Pyrimidin-3-Yl)-5-(2-Hydroxyethoxy)Cyclopentane-1,2-Diol수율 80%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A flask was charged with water (20 mL) and concentrated hydrochloric acid (35%, 1.5 mL). To this, 2-(((3aR,4S,6R,6aS)-6-((5-amino-6-chloro-2-(propylthio)pyrimidin-4-yl)amino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol (5 g) was added and the mixture was stirred for clear solution. To this mixture, aqueous sodium nitrite solution (0.86 g in 5 mL) was slowly added at room temperature over a period of 15 minutes and mixture was stirred for about 30 minutes and completion of reaction was monitored by TLC. The solid obtained is isolated by filtration and washed with water (5 mL) and dried under vacuum to afford the title compound in about 80% yield.

후처리

  1. stirringmixture was stirred for about 30 minutes
  2. customcompletion of reaction
  3. customThe solid obtained
  4. customis isolated by filtration
  5. washwashed with water (5 mL)
  6. customdried under vacuum

출처 및 근거

ORD 기록
ord-354ff8d2736741a89d6dbabd8e30e0fc
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09233966B2

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