Triethylamine → HCID 58111102, compound

HRID 2179791Notes

Reaction equation

HRID 2179791 reaction equation
C(OC([NH:8][C@@H:9]1[CH2:12][C@H:11]([C:13]([NH:15][C@@H:16]([CH:21]([CH3:23])[CH3:22])[C:17]([O:19][CH3:20])=[O:18])=[O:14])[C:10]1([CH3:25])[CH3:24])=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][C@@H:16]([CH:21]([CH3:22])[CH3:23])[C:17]([O:19][CH3:20])=[O:18])=[O:14])[C:10]1([CH3:24])[CH3:25]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 66860065HCID 66860065, compound

Product 1

HCID 58111102HCID 58111102, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A stirred solution of (S)-methyl 2-((1S,3R)-3-(tert-butoxycarbonylamino)-2,2-dimethylcyclobutanecarboxamido)-3-methylbutanoate (step 1, 0.430 g, 1.21 mmol) in TFA:DCM (1:4) (4 ml) at 0° C.-room temperature for about 1 hour. After completion of the reaction, the solvent was evaporated and the crude was dissolved in DCM and basified with Et3N (1.0 ml, 7.25 mmol) then the resulting solution as such used for next reaction immediately. Wt: 0.309 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 was dissolved in DCM
  4. customthe resulting solution as such used for next reaction immediately
  5. customWt: 0.309 g (Based on 100% yield calculated and proceeded for next reaction)

Sources & evidence

ORD record
ord-1895d89c000b4d59a3afed7d0e55891f
Source dataset
uspto-grants-2015_06
Patent number
US09067966B2

Reaction notes

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