Triethylamine → HCID 58111008, compound

HRID 2179788Notes

Reaction equation

HRID 2179788 reaction equation
C(OC([NH:8][C@@H:9]1[CH2:12][C@H:11]([C:13]([NH:15][CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[O:14])[C:10]1([CH3:23])[CH3:22])=O)(C)(C)C.CCN(CC)CC>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:8][C@@H:9]1[CH2:12][C@H:11]([C:13]([NH:15][CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[O:14])[C:10]1([CH3:23])[CH3:22]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 66860793HCID 66860793, compound

Product 1

HCID 58111008HCID 58111008, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A stirred solution of methyl 3-((1S,3R)-3-(tert-butoxycarbonylamino)-2,2-dimethylcyclobutanecarboxamido)propanoate (step 1, 0.336 g, 1.024 mmol) in TFA:DCM (1:4) (4 ml) at 0° C.-room temperature for about 1 hour and after completion of the reaction, the solvent was evaporated and the crude dissolved in DCM and basified with Et3N (0.87 ml, 6.29 mmol) then the resulting solution as such used for the next reaction. Wt: 0.233 g (Based on 100% yield calculated and proceeded for next reaction).

Workup

  1. customafter completion of the reaction
  2. customthe solvent was evaporated
  3. dissolutionthe crude dissolved in DCM
  4. customthe resulting solution as such used for the next reaction
  5. customWt: 0.233 g (Based on 100% yield calculated and proceeded for next reaction)

Sources & evidence

ORD record
ord-a3bf9f807270496c9c59f32764526216
Source dataset
uspto-grants-2015_06
Patent number
US09067966B2

Reaction notes

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