Triethylamine → HCID 178501464, compound

HRID 1746528Notes

Reaction equation

HRID 1746528 reaction equation
Cl.[CH3:2][C:3]1([CH3:31])[CH2:7][CH:6]2[CH:8]([CH3:30])[C:9]([S:14]([NH:17][C:18](=[NH:29])[NH:19][CH2:20][CH2:21][CH2:22][C@@H:23]([C:25]([O:27][CH3:28])=[O:26])[NH2:24])(=[O:16])=[O:15])=[C:10]([CH3:13])[C:11]([CH3:12])=[C:5]2[O:4]1.C(N(CC)CC)C.[F:39][C:40]1[CH:50]=[CH:49][CH:48]=[CH:47][C:41]=1[CH:42]=[CH:43][C:44](O)=[O:45].CCN=C=NCCCN(C)C.Cl>C(Cl)Cl>[F:39][C:40]1[CH:50]=[CH:49][CH:48]=[CH:47][C:41]=1[CH:42]=[CH:43][C:44]([NH:24][C@H:23]([C:25]([O:27][CH3:28])=[O:26])[CH2:22][CH2:21][CH2:20][NH:19][C:18](=[NH:29])[NH:17][S:14]([C:9]1[CH:8]([CH3:30])[CH:6]2[CH2:7][C:3]([CH3:31])([CH3:2])[O:4][C:5]2=[C:11]([CH3:12])[C:10]=1[CH3:13])(=[O:15])=[O:16])=[O:45]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 679773-(2-Fluorophenyl)prop-2-enoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 178501504HCID 178501504, compound

Product 1

HCID 178501464HCID 178501464, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The same procedures as in Example 2 were carried out from methyl Nω-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-argininate hydrochloride (5.0 g), triethylamine (1.8 mL), 2-fluorocinnamic acid (2.1 g), WSC.HCl (2.4 g), and methylene chloride (150 mL), to give the captioned compound (6.1 g, 99%) as an amorphous solid product.

Sources & evidence

ORD record
ord-52a4a31faef94181a78591c2ba5ee56b
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

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