Triethylamine → HCID 71060022, compound

HRID 405232Notes

Reaction equation

HRID 405232 reaction equation
CCN(CC)CC.[CH2:8]([O:10][C:11](=[O:36])[CH2:12][CH2:13][NH:14][C:15]([C:17]1[N:22]=[CH:21][C:20]([C:23]2[CH:31]=[C:30]([C:32]([F:35])([F:34])[F:33])[CH:29]=[CH:28][C:24]=2[C:25](O)=[O:26])=[CH:19][CH:18]=1)=[O:16])[CH3:9].[Cl:37][C:38]1[CH:43]=[CH:42][C:41]([C:44]2[CH:49]=[CH:48][C:47]([NH2:50])=[CH:46][CH:45]=2)=[C:40]([CH3:51])[CH:39]=1.CCN=C=NCCCN(C)C>C(Cl)Cl>[Cl:37][C:38]1[CH:43]=[CH:42][C:41]([C:44]2[CH:49]=[CH:48][C:47]([NH:50][C:25]([C:24]3[CH:28]=[CH:29][C:30]([C:32]([F:34])([F:35])[F:33])=[CH:31][C:23]=3[C:20]3[CH:19]=[CH:18][C:17]([C:15]([NH:14][CH2:13][CH2:12][C:11]([O:10][CH2:8][CH3:9])=[O:36])=[O:16])=[N:22][CH:21]=3)=[O:26])=[CH:46][CH:45]=2)=[C:40]([CH3:51])[CH:39]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 672116234'-Chloro-2'-methyl-[1,1'-biphenyl]-4-amineHCID 710600732-(6-((3-Ethoxy-3-oxopropyl)carbamoyl)pyridin-3-yl)-4-(trifluoromethyl)benzoic acid

Product 1

HCID 71060022HCID 71060022, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Neat Et3N (0.28 mL, 2.0 mmol) was added to a DCM mixture (3 mL) of 2-(6-((3-ethoxy-3-oxopropyl)carbamoyl)pyridin-3-yl)-4-(trifluoromethyl)benzoic acid (˜40% pure) (616 mg, 0.6 mmol), 4′-chloro-2′-methyl-[1,1′-biphenyl]-4-amine (109 mg, 0.5 mmol), and EDCI (383 mg, 2.0 mmol) and the resulting mixture was stirred at room temperature. After 3 h the resulting mixture was directly purified via column chromatography to yield the title compound.

Workup

  1. customAfter 3 h the resulting mixture was directly purified via column chromatography

Sources & evidence

ORD record
ord-41ac417560a4411a8564fe2038f31bfb
Source dataset
uspto-grants-2014_06
Patent number
US08748624B2

Reaction notes

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