Triethylamine → HCID 58110976, compound

HRID 2179801Notes

Reaction equation

HRID 2179801 reaction equation
[CH3:1][C:2]1([CH3:22])[C@@H:5]([C:6]([N:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[O:7])[CH2:4][C@H:3]1[NH:14]C(=O)OC(C)(C)C.CCN(CC)CC>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:14][C@@H:3]1[CH2:4][C@H:5]([C:6]([N:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[O:7])[C:2]1([CH3:22])[CH3:1]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 70803885HCID 70803885, compound

Product 1

HCID 58110976HCID 58110976, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A solution of tert-butyl (1R,3S)-2,2-dimethyl-3-(piperidine-1-carbonyl)cyclobutylcarbamate (step 1, 0.500 g, 1.612 mmol) in TFA:DCM (1:2) (3 ml) stirred at 0° C.-room temperature for about 1 hour. After completion of the reaction (monitored by TLC), the solvent was evaporated and the crude was dissolved in DCM and basified with Et3N (1.34 ml, 9.677 mmol) then the resulting solution as such used for the next reaction. Wt: 0.338 g (Based on 100% yield calculated and proceeded for next reaction).

Workup

  1. customAfter completion of the reaction (monitored by TLC)
  2. customthe solvent was evaporated
  3. dissolutionthe crude was dissolved in DCM
  4. customthe resulting solution as such used for the next reaction
  5. customWt: 0.338 g (Based on 100% yield calculated and proceeded for next reaction)

Sources & evidence

ORD record
ord-beaecf2d65e541c4ab8133b2040b8e1d
Source dataset
uspto-grants-2015_06
Patent number
US09067966B2

Reaction notes

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