Triethylamine → HCID 21637085, compound

HRID 330960Notes

Reaction equation

HRID 330960 reaction equation
CN[C@@H:3]1[CH2:7][CH2:6][C@H:5]([OH:8])[CH2:4]1.[C:9]([O:13][C:14]([O:16]C(OC(C)(C)C)=O)=O)([CH3:12])([CH3:11])[CH3:10].[CH2:24]([N:26](CC)CC)C>C(Cl)Cl>[OH:8][C@@H:5]1[CH2:6][CH2:7][C@H:3]([CH2:24][NH:26][C:14](=[O:16])[O:13][C:9]([CH3:12])([CH3:11])[CH3:10])[CH2:4]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 90495Di-tert-butyl dicarbonateHCID 58987618HCID 58987618, compound

Product 1

HCID 21637085HCID 21637085, compoundYield 52.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of cis-3-(methylamino)cyclopentanol 113 (1.59 mmol) in DCM (20 mL) was added di-tert-butyldicarbonate (0.35 g, 1.59 mmol) followed by triethylamine (0.45 mL, 3.23 mmol). The mixture was stirred at room temperature overnight, then concentrated in vacuo to give a yellow oil which was purified by chromatography to give 114 (0.18 g, 52%, over 2 steps) as a white foam.

Workup

  1. concentrationconcentrated in vacuo
  2. customto give a yellow oil which
  3. customwas purified by chromatography

Sources & evidence

ORD record
ord-b0b935837e7c4db098b924ff469c7c04
Source dataset
uspto-grants-2014_11
Patent number
US08877743B2

Reaction notes

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