2-Fluoropyridine-3-boronic acid → HCID 15949917, compound

HRID 646252Notes

Reaction equation

HRID 646252 reaction equation
[F:1][C:2]1[C:7](B(O)O)=[CH:6][CH:5]=[CH:4][N:3]=1.[NH2:11][C:12]1[N:16]([CH3:17])[C:15](=[O:18])[C:14]([C:31]2[CH:36]=[CH:35][CH:34]=[C:33](Br)[CH:32]=2)([C:19]2[CH:23]=[C:22]([C:24](=[O:27])[CH2:25][CH3:26])[N:21]([CH2:28][CH2:29][CH3:30])[CH:20]=2)[N:13]=1>>[NH2:11][C:12]1[N:16]([CH3:17])[C:15](=[O:18])[C:14]([C:31]2[CH:32]=[CH:33][CH:34]=[C:35]([C:7]3[C:2]([F:1])=[N:3][CH:4]=[CH:5][CH:6]=3)[CH:36]=2)([C:19]2[CH:23]=[C:22]([C:24](=[O:27])[CH2:25][CH3:26])[N:21]([CH2:28][CH2:29][CH3:30])[CH:20]=2)[N:13]=1

Participants

3

Reactant 2

HCID 27832702-Fluoropyridine-3-boronic acidHCID 59772784HCID 59772784, compound

Product 1

HCID 15949917HCID 15949917, compound

Procedure

Using essentially the same procedure described in Example 43, step e, and employing 2-fluoro-pyridin-3-yl boronic acid and 2-amino-5-(3-bromophenyl)-3-methyl-5-(5-propionyl-1-propyl-1H-pyrrol-3-yl)-3,5-dihydro-imidazol-4-one as reactants, the title product was obtained as a white solid, mp 118° C., 1H NMR (400 MHZ, DMSO-d6) δ 0.73 (t, 3H), 0.96 (t, 3H), 1.54 (m, 2H), 2.67 (m, 2H), 2.92 (s, 3H), 4.13 (m, 2H), 6.60 (bs, 2H), 6.92 (s, 1H), 7.01 (s, 1H), 7.41 (m, 3H), 7.53 (m, 1H), 7.67 (m, 1H), 7.97 (m, 1H), 8.19, (m, 1H), m/e (M−H)− 446.2.

Sources & evidence

ORD record
ord-59712198e2344e1eb8ee3eedabb2b30f
Source dataset
uspto-grants-2010_04
Patent number
US07705030B2

Reaction notes

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