1-Bromo-4-fluorobenzene → 2-Amino-3-phenyl-6-(4-fluorobenzoyl)-imidazo[1,2-a]pyridine

HRID 277968Notes

Reaction equation

HRID 277968 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][C:7]([C:10](=[O:15])N(C)OC)=[CH:6][N:5]2[C:16]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.Br[C:24]1[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=1>>[NH2:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][C:7]([C:10](=[O:15])[C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=3)=[CH:6][N:5]2[C:16]=1[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 99931-Bromo-4-fluorobenzeneHCID 226266852-Amino-3-phenyl-6-(N-methyl-N-methoxycarbamoyl)imidazo[1,2-a]pyridine

Product 1

HCID 226266252-Amino-3-phenyl-6-(4-fluorobenzoyl)-imidazo[1,2-a]pyridine

Procedure

The 2-amino-3-phenyl-6-(N-methyl-N-methoxycarbamoyl)imidazo[1,2-a]pyridine (584 mg, 1.97 mmol) and 1-bromo-4-fluorobenzene were converted to product in a manner substantially analogous to Example 141 to yield 205 mg. (52%). NMR (200 MHz, CDCl3) d 4.31 (bs, 2H, NH), 7.15 (m, 2H, F—ArH ), 7.25-7.56 (m, 7H, ArH+H7+H8), 7.78 (m, 2H, F—ArH), 8.69 (s, H5).

Workup

  1. customto yield 205 mg

Sources & evidence

ORD record
ord-e8c6873710754a02b48fcdabd04a9e6a
Source dataset
uspto-grants-2002_03
Patent number
US06358971B1

Reaction notes

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