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1,2-Dichloroethane → HCID 68599486, compound

HRID 1185429
Notes
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Reaction equation

HRID 1185429 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13]([OH:15])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:16]1[CH:21]=NC2N(O)N=[N:24][C:18]=2[CH:17]=1.C(Cl)CCl.C1(N)CCC1>CN(C=O)C.O>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13](=[O:15])[NH:24][CH:18]1[CH2:17][CH2:16][CH2:21]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 4

HCID 111,2-DichloroethaneHCID 75645CyclobutylamineHCID 850831,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 181649HOAt

Product 1

HCID 68599486HCID 68599486, compound

Reagents, catalysts & solvents 2

HCID 962Water
Solvent
HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1.5 g of (S)-Pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester in 30 ml of DMF, 948 mg of HOAT, 1.3 g of EDC and 495 mg of cyclobutylamine was added and the reaction mixture was stirred for 16 h at RT. Then, water was added and the reaction mixture was extracted with DCM. The organic phase was dried over MgSO4 and the solvents were removed under reduced pressure. The crude product was pure enough for the next reaction step.

Workup

  1. extractionthe reaction mixture was extracted with DCM
  2. dry with materialThe organic phase was dried over MgSO4
  3. customthe solvents were removed under reduced pressure
  4. customThe crude product was pure enough for the next reaction step

Sources & evidence

ORD record
ord-01f4ac2046804246b0429f1a176f397e
Source dataset
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08669266B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes