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Triethylamine → HCID 58465774, compound

HRID 1842473
Notes
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Reaction equation

HRID 1842473 reaction equation
[CH3:1][C:2]1([C:8]([OH:10])=O)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C.[N:42]1[C:43]([C:51]([O:53][CH2:54][CH3:55])=[O:52])=[CH:44][N:45]2[CH2:50][CH2:49][NH:48][CH2:47][C:46]=12>ClCCCl.O.CN(C=O)C.C(Cl)Cl>[CH3:1][C:2]1([C:8]([N:48]2[CH2:49][CH2:50][N:45]3[CH:44]=[C:43]([C:51]([O:53][CH2:54][CH3:55])=[O:52])[N:42]=[C:46]3[CH2:47]2)=[O:10])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

9

Reactant 4

HCID 8471TriethylamineHCID 707441-Methylcyclohexanecarboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 11845780Ethyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate

Product 1

HCID 58465774HCID 58465774, compound

Reagents, catalysts & solvents 4

HCID 111,2-DichloroethaneSolventHCID 962WaterSolventHCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

To a vial was added 1-methyl-1-cyclohexanecarboxylic acid (0.024 g, 0.168 mmol), HATU (0.064 g, 0.168 mmol), triethylamine (0.134 mL, 0.96 mmol), DCM (2 mL), and DMF (0.2 mL). After shaking for 30 min, ethyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate (0.031 g, 0.16 mmol) was added. The mixture was shaken at rt for 16 h. To the vial was added water (1 mL) and DCE (1 mL). After separation, the aqueous layer was extracted with DCE twice (3 mL). The combined organic layers were concentrated to give crude ethyl 7-(1-methylcyclohexanecarbonyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate as a solid.

Workup

  1. stirringThe mixture was shaken at rt for 16 h
  2. customAfter separation
  3. extractionthe aqueous layer was extracted with DCE twice (3 mL)
  4. concentrationThe combined organic layers were concentrated

Sources & evidence

ORD record
ord-472e91efed3e4fae9484dc3b5a22235e
Source dataset
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08946223B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes