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Triethylamine → HCID 58111068, compound

HRID 2179797
Notes
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Reaction equation

HRID 2179797 reaction equation
[CH3:1][C:2]1([CH3:21])[C@@H:5]([C:6]([N:8]2[CH2:12][CH2:11][CH2:10][CH2:9]2)=[O:7])[CH2:4][C@H:3]1[NH:13]C(=O)OC(C)(C)C.CCN(CC)CC>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:13][C@@H:3]1[CH2:4][C@H:5]([C:6]([N:8]2[CH2:12][CH2:11][CH2:10][CH2:9]2)=[O:7])[C:2]1([CH3:21])[CH3:1]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 70803886HCID 70803886, compound

Product 1

HCID 58111068HCID 58111068, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A solution of tert-butyl (1R,3S)-2,2-dimethyl-3-(pyrrolidine-1-carbonyl)cyclobutylcarbamate (step 1, 0.400 g, 1.351 mmol) in TFA:DCM (1:2) (3 ml) stirred 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 (1.124 ml, 8.108 mmol) the resulting solution as such used for next reaction immediately. Wt: 0.264 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. customas such used for next reaction immediately
  5. customWt: 0.264 g (Based on 100% yield calculated and proceeded for next reaction)

Sources & evidence

ORD record
ord-25748ac1e5c447498c5ca6faf5f9ad0d
Source dataset
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09067966B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes