Sodium Hydroxide → HCID 178508391, compound

HRID 1014965Notes

Reaction equation

HRID 1014965 reaction equation
[Cl:1][C:2]1[CH:38]=[CH:37][CH:36]=[CH:35][C:3]=1[O:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([CH2:13][C:14]#[C:15][C:16]2[N:17]=[C:18]([NH2:34])[C:19]3[N:20]=[CH:21][N:22]([C:32]=3[N:33]=2)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)[CH2:9][CH2:8]1)=[O:6].[OH-].[Na+]>CO.Cl>[Cl:1][C:2]1[CH:38]=[CH:37][CH:36]=[CH:35][C:3]=1[O:4][C:5]([N:7]1[CH2:8][CH2:9][CH:10]([CH2:13][C:14]#[C:15][C:16]2[N:33]=[C:32]3[C:19]([N:20]=[CH:21][NH:22]3)=[C:18]([NH2:34])[N:17]=2)[CH2:11][CH2:12]1)=[O:6]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 25093852HCID 25093852, compound

Product 1

HCID 178508391HCID 178508391, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

A solution of 2-{3-[1-((2-chloro)phenoxycarbanoyl)piperidin-4-yl]propyn-1-yl}adenosine (0.720 g, 1.326 mmol) in methanol (25 mL) and 1.0 M HCl (2.50 mL) was stirred at 90° C. in a pressure apparatus for 22 h. The pH was adjusted to 5 with 1.0 M NaOH and the methanol removed under reduced pressure. After cooling the resulting precipitate was filtered and washed with water to afford the pure product as a white solid: yield 1.481 g, 88%.

Workup

  1. customthe methanol removed under reduced pressure
  2. temperatureAfter cooling the resulting precipitate
  3. filtrationwas filtered
  4. washwashed with water

Sources & evidence

ORD record
ord-83487f6e43bd4f7092c5b7de08e125ae
Source dataset
uspto-grants-2011_07
Patent number
US07985754B2

Reaction notes

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