1,2-Dichloroethane → HCID 69859654, compound

HRID 2307473Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH:9][C:10]([OH:12])=O.[N:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19]2[CH:20]=[C:21]([C@@H:25]([NH2:27])[CH3:26])[CH:22]=[CH:23][CH:24]=2)[CH:14]=1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.C(N(C(C)C)CC)(C)C>CN(C=O)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH:9][C:10]([NH:27][C@H:25]([C:21]1[CH:22]=[CH:23][CH:24]=[C:19]([C:15]2[CH:14]=[N:13][CH:18]=[CH:17][CH:16]=2)[CH:20]=1)[CH3:26])=[O:12]

Participants

Conditions

Temperature: 23 °C

Procedure

A mixture of 3-(2-fluoro-phenyl)-acrylic acid (0.083 mmol), (S)-1-(3-pyridin-3-yl-phenyl)ethylamine (12.7 mg, 0.064 mmol), EDC (18.4 mg, 0.096 mmol), HOBT (13 mg, 0.096 mmol), DMF (2 mL) and diisopropylethylamine (33 μL, 0.192 mmol) was stirred at 23° C., 18 hours. The residue was purified by preparative HPLC (Primeshere C18-HC 21.2×100 mm; (5 mM NH4OAc) 0-100% gradient over 5 minutes 20 mL/min flow rate) to afford the title product.

Workup

customThe residue was purified by preparative HPLC (Primeshere C18-HC 21.2×100 mm
wait(5 mM NH4OAc) 0-100% gradient over 5 minutes

Sources & evidence

ORD record: ord-cb04e5e9f87a4638a031b6ed0a4304eb
Source dataset: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06831080B2

Reaction notes

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