1,2-Dichloroethane → HCID 10792279, compound

HRID 751454Notes

Reaction equation

HRID 751454 reaction equation
[OH:1][CH:2]1[CH:8]([NH:9][C:10](=[O:17])[C@@H:11]([NH2:16])[CH2:12][CH:13]([CH3:15])[CH3:14])[CH2:7][CH2:6][CH2:5][N:4]([S:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)(=[O:20])=[O:19])[CH2:3]1.C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl.[O:41]1[C:45]2[CH:46]=[CH:47][CH:48]=[CH:49][C:44]=2[CH:43]=[C:42]1[C:50](O)=[O:51]>ClCCl.C(OCC)(=O)C.CO>[CH3:14][CH:13]([CH3:15])[CH2:12][C@H:11]([NH:16][C:50]([C:42]1[O:41][C:45]2[CH:46]=[CH:47][CH:48]=[CH:49][C:44]=2[CH:43]=1)=[O:51])[C:10](=[O:17])[NH:9][CH:8]1[CH2:7][CH2:6][CH2:5][N:4]([S:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)(=[O:20])=[O:19])[CH2:3][CH:2]1[OH:1]

Participants

8

Reactant 4

HCID 111,2-DichloroethaneHCID 10331Benzofuran-2-carboxylic acidHCID 757711-HydroxybenzotriazoleHCID 11349633HCID 11349633, compound

Product 1

HCID 10792279HCID 10792279, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of (S)-2-amino-4-methyl-pentanoic acid [3-hydroxy-1-(pyridine-2-sulfonyl)-azepan-4-yl]-amide of Example 28a (0.15 g) in dichloromethane was added TEA (0.11 mL), HOBt (49 mg), EDC (69 mg) and benzofuran-2-carboxylic acid (58 mg). The reaction was stirred until complete. Workup and column chromatography (5% methanol:ethyl acetate) provided the title compound: MS(EI) 529 (M+H+).

Sources & evidence

ORD record
ord-9465aaee8194496cacbfd16f3c9a1ab6
Source dataset
uspto-grants-2008_07
Patent number
US07405209B2

Reaction notes

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