Triethylamine → HCID 69797247, compound

HRID 2183471Notes

Reaction equation

HRID 2183471 reaction equation
[NH2:1][C@H:2]([C:4]1[CH:5]=[C:6]([NH:10][CH2:11][C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[CH:7]=[CH:8][CH:9]=1)[CH3:3].[Cl:18][C:19]1[CH:20]=[C:21]([CH:27]=[CH:28][CH:29]=1)[CH:22]=[CH:23][C:24](O)=[O:25].C(N(CC)CC)C>CN(C1C=CN=CC=1)C.ClCCl>[Cl:18][C:19]1[CH:20]=[C:21]([CH:22]=[CH:23][C:24]([NH:1][C@H:2]([C:4]2[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][CH2:11][C:12]3[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=3)[CH:5]=2)[CH3:3])=[O:25])[CH:27]=[CH:28][CH:29]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 746313-(3-Chlorophenyl)prop-2-enoic acidHCID 60004113HCID 60004113, compound

Product 1

HCID 69797247HCID 69797247, compoundYield 65.1%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of (s)-[3-(1-amino-ethyl)-phenyl]-pyridin-3-ylmethyl-amine (0.2 mmol), 3-chlorocinnamic acid (0.2 mmol), EDACeHCl (0.4 mmol), DMAP (0.2 mmol), triethylamine (0.6 mmol) in dichloromethane (4 mL) was stirred at 5 room temperature for 12 h. The reaction mixture was purified by flash chromatography eluting with 5% methnol in ethyl acetate to provide the desired title compound (51 mg) as a solid.

Workup

  1. customThe reaction mixture was purified by flash chromatography
  2. washeluting with 5% methnol in ethyl acetate

Sources & evidence

ORD record
ord-b3c35211956f49c8a79f170038f664e4
Source dataset
uspto-grants-2005_05
Patent number
US06900210B2

Reaction notes

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