2,3-Dichloropyridine → HCID 86760733, compound

HRID 2116897Notes

Reaction equation

HRID 2116897 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[N:10]=[C:11]([N:24]3[CH2:29][CH2:28][NH:27][CH2:26][C@H:25]3[CH3:30])[NH:12][C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)[CH:5]=[CH:6][C:7]=1[F:8].Cl[C:32]1[C:37]([Cl:38])=[CH:36][CH:35]=[CH:34][N:33]=1.[C:39](=[O:42])(O)[O-:40].[Na+]>CN1C(=O)CCC1>[F:21][C:20]([F:23])([F:22])[C:39]([OH:40])=[O:42].[Cl:38][C:37]1[C:32]([N:27]2[CH2:28][CH2:29][N:24]([C:11]3[NH:12][C:13]([C:14]4[CH:15]=[CH:16][C:17]([C:20]([F:23])([F:21])[F:22])=[CH:18][CH:19]=4)=[C:9]([C:4]4[CH:5]=[CH:6][C:7]([F:8])=[C:2]([F:1])[CH:3]=4)[N:10]=3)[C@H:25]([CH3:30])[CH2:26]2)=[N:33][CH:34]=[CH:35][CH:36]=1

Participants

5

Reactant 3

HCID 169882,3-DichloropyridineHCID 516892Sodium BicarbonateHCID 58625836HCID 58625836, compound

Product 1

HCID 86760733HCID 86760733, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A mixture of (2R)-1-(4-(3,4-difluorophenyl)-5-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)-2-methylpiperazine from step (d) above (150 mg, 0.355 mmol), 2,3-dichloropyridine (104 mg, 0.71 mmol, Lancaster), and sodium bicarbonate (89 mg, 1.1 mmol, Mallinckrodt) in NMP (1.2 mL) was reacted under the condition of Example 12(a) to give the title compound as a tan solid. MS (ESI, positive ion) m/z: 534 (M+1).

Workup

  1. customwas reacted under the condition of Example 12(a)

Sources & evidence

ORD record
ord-fce546dc3d124497b9a36818f94d6ab4
Source dataset
uspto-grants-2008_10
Patent number
US07439360B2

Reaction notes

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