Sodium Hydroxide → HCID 86722680, compound

HRID 1480455Notes

Reaction equation

HRID 1480455 reaction equation
[NH2:1][CH:2]1[CH2:8][CH:7]2[N:9]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH:4]([CH2:5][CH2:6]2)[CH2:3]1.[C:17](Cl)(=[O:28])[O:18][CH2:19][C:20]1[CH:25]=[C:24]([Cl:26])[CH:23]=[C:22]([Cl:27])[CH:21]=1.[OH-].[Na+]>C(Cl)Cl>[Cl:26][C:24]1[CH:25]=[C:20]([CH:21]=[C:22]([Cl:27])[CH:23]=1)[CH2:19][O:18][C:17]([NH:1][CH:2]1[CH2:3][CH:4]2[N:9]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH:7]([CH2:6][CH2:5]2)[CH2:8]1)=[O:28]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 133055323,5-Dichlorobenzyl ChloroformateHCID 22570519tert-Butyl 3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate

Product 1

HCID 86722680HCID 86722680, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A reaction mixture comprising of tert-butyl 3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate (210 mg, 0.928 mmol), 3,5-dichlorobenzyl carbonochloridate (222 mg, 0.928 mmol), and sodium hydroxide (4.64 ml, 93 mmol) in DCM (3.1 ml) was stirred at room temperature for 4 hours. The reaction mixture separated and the organic portion dried over MgSO4, filtered and concentrated under reduced pressure. No further purification was carried out and the material was taken on crude to the next step.

Workup

  1. customThe reaction mixture separated
  2. dry with materialthe organic portion dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customNo further purification

Sources & evidence

ORD record
ord-2a1d1d81d69649968d8a24205b08bc5a
Source dataset
uspto-grants-2016_08
Patent number
US09409895B2

Reaction notes

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