Sodium Bicarbonate → HCID 86722702, compound

HRID 1480487Notes

Reaction equation

HRID 1480487 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11])[CH2:3][CH2:2]1.C(=O)(O)[O-].[Na+].[C:20](Cl)(=[O:32])[O:21][CH2:22][C:23]1[CH:28]=[C:27]([C:29]#[N:30])[CH:26]=[C:25]([Cl:31])[CH:24]=1>C(Cl)Cl>[C:10]([O:9][C:8]([NH:7][CH:4]1[CH2:3][CH2:2][N:1]([C:20]([O:21][CH2:22][C:23]2[CH:28]=[C:27]([C:29]#[N:30])[CH:26]=[C:25]([Cl:31])[CH:24]=2)=[O:32])[CH2:6][CH2:5]1)=[O:14])([CH3:11])([CH3:13])[CH3:12]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 7238334-(N-Boc-amino)piperidineHCID 86722663HCID 86722663, compound

Product 1

HCID 86722702HCID 86722702, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of tert-butyl piperidin-4-ylcarbamate (1.045 g, 5.22 mmol) in DCM (25 mL) at RT was added a saturated solution of sodium bicarbonate (5.6 ml). 3-Chloro-5-cyanobenzyl carbonochloridate (Example 36, step 4) (1.2 g, 5.22 mmol) was then added in DCM (2 ml) and the reaction mixture stirred at RT for 2 hours. The layers were separated and the organic portion was washed with a saturated solution of brine, dried over MgSO4, filtered and concentrated under reduced pressure to afford the title product;

Workup

  1. customThe layers were separated
  2. washthe organic portion was washed with a saturated solution of brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-012e6113cf2f42fe91fd5ff201a7b9f4
Source dataset
uspto-grants-2016_08
Patent number
US09409895B2

Reaction notes

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