Hydrochloric Acid → HCID 178434053, compound

HRID 1914671Notes

Reaction equation

HRID 1914671 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][N:15]2[C:19]([CH3:20])=[C:18]([CH3:21])[C:17]([CH3:22])=[N:16]2)[CH2:10][CH2:9]1)(C)(C)C.Cl>CO.O1CCOCC1>[CH3:22][C:17]1[C:18]([CH3:21])=[C:19]([CH3:20])[N:15]([CH2:14][C@H:11]2[CH2:10][CH2:9][C@H:8]([NH2:7])[CH2:13][CH2:12]2)[N:16]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178434054HCID 178434054, compound

Product 1

HCID 178434053HCID 178434053, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a stirred solution of trans-[4-(3,4,5-trimethyl-pyrazol-1-ylmethyl)-cyclohexyl]-carbamic acid tert-butyl ester (step 2) (215 mg, 0.669 mmol) in methanol (3 mL) at room temp is added a solution of 4M HCl in dioxane (3 mL). The mixture is stirred at room temp for 1 hour and then concentrated in vacuo. The resulting gum is dried under vacuum overnight to afford the title compound which is used without further purification. 1H NMR (400 MHz, CDCl3) δ 8.16 (3H, br s), 4.10 (2H, d), 2.90 (1H, m), 2.29 (3H, s), 2.27 (3H, s), 2.01-1.90 (5H, m including 3H, s), 1.83 (1H, s), 1.54 (2H, m), 1.30 (2H, m), 1.12 (2H, m). (NMR shows contamination with side products and solvents.)

Workup

  1. concentrationconcentrated in vacuo
  2. customThe resulting gum is dried under vacuum overnight

Sources & evidence

ORD record
ord-b8d26de08f1d4039aedbbd692dbe4c3a
Source dataset
uspto-grants-2013_12
Patent number
US08614213B2

Reaction notes

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