Triethylamine → HCID 10592242, compound

HRID 1823828Notes

Reaction equation

HRID 1823828 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH2:14])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23](O)=[O:24])=[CH:18][CH:17]=1.O.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.C(N(CC)CC)C>ClCCl>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:23](=[O:24])[CH2:22][C:19]2[CH:20]=[CH:21][C:16]([F:15])=[CH:17][CH:18]=2)[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 5

HCID 8471TriethylamineHCID 98372-(4-Fluorophenyl)acetic acidHCID 4158521-Benzyl-4-piperidylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrate

Product 1

HCID 10592242HCID 10592242, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-Benzyl-4-piperidinylamine (5 g, 26.1 mmol), 2-(4-fluorophenyl)acetic acid (4 g, 26 mmol), 1-hydroxybenzotriazole monohydrate (3.89 g, 28.6 mmol), 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride (6 g, 31.2 mmol) and triethylamine (4.4 ml, 31.2 mmol) were stirred together for 18 hours in dichloromethane (250 ml). The mixture was evaporated under reduced pressure and the residue dissolved in ethyl acetate before washing with water (x3). The organic layer was dried (MgSO4), filtered and evaporated under reduced pressure to afford the title compound as a white solid, 9 g.

Workup

  1. customThe mixture was evaporated under reduced pressure
  2. dissolutionthe residue dissolved in ethyl acetate
  3. washbefore washing with water (x3)
  4. dry with materialThe organic layer was dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-2bba052fae944f768c013785aeb93ffb
Source dataset
uspto-grants-2006_05
Patent number
US07041667B1

Reaction notes

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