Triethylamine → HCID 69803504, compound

HRID 2183468Notes

Reaction equation

HRID 2183468 reaction equation
[C:1]([OH:11])(=O)[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[N:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][C:19]1[CH:20]=[C:21]([CH:25]([NH2:27])[CH3:26])[CH:22]=[CH:23][CH:24]=1.CCN=C=NCCCN(C)C.Cl.CCN(CC)CC>CN(C1C=CN=CC=1)C.C(Cl)Cl>[C:4]1([CH:3]=[CH:2][C:1]([NH:27][CH:25]([C:21]2[CH:22]=[CH:23][CH:24]=[C:19]([O:18][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][N:12]=3)[CH:20]=2)[CH3:26])=[O:11])[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 87842-Propenoic acid, 3-phenyl-HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 22473307HCID 22473307, compound

Product 1

HCID 69803504HCID 69803504, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of cinnamic acid (0.11 mmol), 1-[3-(pyridine-2-yloxyl)phenyl]-ethylamine (16.3 mg, 0.11 mmol), EDAC.HCl (42 mg, 0.22 mmol), DMAP (13 mg, 0.11 mmol) and Et3N (0.1 mL, 0.44 mmol) in CH2Cl2 (2 mL) was stirred at room temperature for 12 h. The reaction mixture was purified by flash column chromatography on silica gel eluting with 1:1/Hexane:EtOAc to give the title compound.

Workup

  1. customThe reaction mixture was purified by flash column chromatography on silica gel eluting with 1:1/Hexane

Sources & evidence

ORD record
ord-6db62609d686406ea145be522dcb9753
Source dataset
uspto-grants-2005_05
Patent number
US06900210B2

Reaction notes

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