Hydrochloric Acid → HCID 136627188, compound

HRID 713443Notes

Reaction equation

HRID 713443 reaction equation
[O:1]=[C:2]([NH:14][CH2:15][C:16]1[NH:17][C:18](=[O:26])[C:19]2[CH2:25][O:24][CH2:23][CH2:22][C:20]=2[N:21]=1)[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([C:10]([O:12]C)=[O:11])[CH2:6][CH2:5]1.[OH-].[Na+].Cl>CO.O>[O:1]=[C:2]([NH:14][CH2:15][C:16]1[NH:17][C:18](=[O:26])[C:19]2[CH2:25][O:24][CH2:23][CH2:22][C:20]=2[N:21]=1)[CH2:3][N:4]1[CH2:5][CH2:6][CH:7]([C:10]([OH:12])=[O:11])[CH2:8][CH2:9]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 136627229HCID 136627229, compound

Product 1

HCID 136627188HCID 136627188, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 1-(2-oxo-2-((4-oxo-4,5,7,8-tetrahydro-3H-pyrano[4,3-d]pyrimidin-2-yl)methylamino)ethyl)piperidine-4-carboxylate (1.2 g, 3.3 mmol) in methanol (5 mL) was added sodium hydroxide (0.4 g, 10 mmol) in water (5 mL). The mixture was stirred at ambient temperature for 24 h, neutralized with HCl (37%) until pH 5˜7 and the solvent was evaporated under reduced pressure to give a white solid which was used directly to the next step. 1H NMR (400 MHz, CD3OD) δ 4.48 (s, 2H), 4.38 (s, 2H), 3.95 (t, J=5.8 Hz, 2H), 3.24-3.36 (m, 1H), 3.10 (d, J=12.1 Hz, 2H), 2.67 (t, J=5.6 Hz, 2H), 2.45 (td, J=11.4, 2.5 Hz, 2H), 2.25-2.39 (m, 1H), 1.77-2.04 (m, 5H).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customto give a white solid which

Sources & evidence

ORD record
ord-b83de0a46548496eb2066945cb5a6698
Source dataset
uspto-grants-2015_11
Patent number
US09181266B2

Reaction notes

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