Hydrochloric Acid → HCID 58764149, compound

HRID 2387130Notes

Reaction equation

HRID 2387130 reaction equation
[CH:1]1([C:6]2([CH2:26][CH2:27][CH2:28][CH2:29][CH:30]3[CH2:35][CH2:34][N:33](C(OC(C)(C)C)=O)[CH2:32][CH2:31]3)[CH2:11][C:10]([OH:12])=[C:9]([CH2:13][C:14]3[N:24]=[C:17]4[N:18]=[C:19]([CH3:23])[CH:20]=[C:21]([CH3:22])[N:16]4[N:15]=3)[C:8](=[O:25])[O:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>O1CCOCC1>[CH:1]1([C:6]2([CH2:26][CH2:27][CH2:28][CH2:29][CH:30]3[CH2:31][CH2:32][NH:33][CH2:34][CH2:35]3)[O:7][C:8](=[O:25])[C:9]([CH2:13][C:14]3[N:24]=[C:17]4[N:18]=[C:19]([CH3:23])[CH:20]=[C:21]([CH3:22])[N:16]4[N:15]=3)=[C:10]([OH:12])[CH2:11]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57956281HCID 57956281, compound

Product 1

HCID 58764149HCID 58764149, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

tert-Butyl 4-(4-{2-cyclopentyl-5-[(5,7-dimethyl[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)methyl]-4-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl}butyl)piperidine-1-carboxylate (example B(41)) (0.47 g, 0.8 mmol) was dissolved in dioxane (1 mL) and 4N HCl in dioxane (1 mL). The reaction was stirred overnight at room temperature. Solvents were removed and the residue was purified using a Dionex system (30-70% CH3CN/H2O (0.1% AcOH). H NMR (400 MHz, DMSO-d6): δ 1.37-1.70 (m, 20 H), 2.63-2.85 (m, 12 H), 3.69-3.95 (m, 4H), 7.98 (s, 1H), 11.12 (s, 1H). Anal. Calcd. For C27H39N5O3.1.0HCl. 1.5 H2O: C, 59.49; H, 7.95; N, 12.85, Found: C, 59.60; H, 8.04; N, 12.95. ESIMS (MH+): 482.

Workup

  1. customSolvents were removed
  2. customthe residue was purified

Sources & evidence

ORD record
ord-ac6132abc7da4b8c824b841cdfe87507
Source dataset
uspto-grants-2012_09
Patent number
US08268835B2

Reaction notes

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