Triethylamine → HCID 69917132, compound

HRID 2307460Notes

Reaction equation

HRID 2307460 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.[F:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([NH2:21])[CH3:20])=[CH:15][C:14]=1[N:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1.CCN=C=NCCCN(C)C.Cl.CCN(CC)CC>CN(C1C=CN=CC=1)C.C(Cl)Cl>[F:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([NH:21][C:1](=[O:11])[CH:2]=[CH:3][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH3:20])=[CH:15][C:14]=1[N:22]1[CH2:23][CH2:24][O:25][CH2:26][CH2:27]1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 87842-Propenoic acid, 3-phenyl-HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 22605564HCID 22605564, compound

Product 1

HCID 69917132HCID 69917132, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of cinnamic acid (23 mg), 1-(4-fluoro-3-morpholin-4-yl-phenyl)-ethylamine, Preparation 26 (34 mg), DMAP (18 mg), EDC.HCl (27 mg), and Et3N (66 mg) in CH2Cl2 (4 mL) was stirred for 16 hours. Purification by fresh chromatography over silica gel (elution with 50% ethyl acetate in hexane) gave 51 mg of the title compound as a solid.

Workup

  1. customPurification by fresh chromatography over silica gel (elution with 50% ethyl acetate in hexane)

Sources & evidence

ORD record
ord-2eafd4663b504faf8106c803d01ad6fb
Source dataset
uspto-grants-2004_12
Patent number
US06831080B2

Reaction notes

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