3-Aminoquinoline → HCID 57808294, compound

HRID 2105601Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:9][C:8]=2/[CH:17]=[CH:18]/[C:19](O)=[O:20])[CH:2]=1.[NH2:22][C:23]1[CH:24]=[N:25][C:26]2[C:31]([CH:32]=1)=[CH:30][CH:29]=[CH:28][CH:27]=2>>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:12]=[C:11]([C:13]([F:15])([F:16])[F:14])[CH:10]=[CH:9][C:8]=2/[CH:17]=[CH:18]/[C:19]([NH:22][C:23]2[CH:24]=[N:25][C:26]3[C:31]([CH:32]=2)=[CH:30][CH:29]=[CH:28][CH:27]=3)=[O:20])[CH:2]=1

Participants

Reactant 2

HCID 113753-Aminoquinoline

HCID 46316217HCID 46316217, compound

Product 1

HCID 57808294HCID 57808294, compound

Procedure

Analogous to the procedure used to prepare Example 1, (2E)-3-[2-(3-pyridyl)-4-(trifluoromethyl)phenyl]prop-2-enoic acid, Example 106(b), (185 mg) and 3-aminoquinoline (64 mg, 0.44 mmol, Aldrich) provided, after purification by silica gel chromatography (gradient: 0-45% EtOAc in hexane), the title compound as a white solid. MP 196-199° C. MS (ESI, pos. ion) m/z: 420 (M+1).

Workup

customprovided
customafter purification by silica gel chromatography (gradient: 0-45% EtOAc in hexane)

Sources & evidence

ORD record: ord-96d5715d97a54900bbcd746df89733e6
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07579347B2

Reaction notes

Loading…