1-[3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-(2,2,2-trifluoro-ethyl)-urea → HCID 67027493, compound

HRID 2400325Notes

Reaction equation

HRID 2400325 reaction equation
I[C:2]1[N:6]2[CH:7]=[CH:8][C:9](/[CH:11]=[CH:12]/[C:13]3[N:14]([CH3:18])[CH:15]=[CH:16][N:17]=3)=[CH:10][C:5]2=[N:4][CH:3]=1.CC1(C)C(C)(C)OB([C:27]2[CH:28]=[C:29]([NH:33][C:34]([NH:36][CH2:37][C:38]([F:41])([F:40])[F:39])=[O:35])[CH:30]=[CH:31][CH:32]=2)O1>>[CH3:18][N:14]1[CH:15]=[CH:16][N:17]=[C:13]1/[CH:12]=[CH:11]/[C:9]1[CH:8]=[CH:7][N:6]2[C:2]([C:31]3[CH:30]=[C:29]([NH:33][C:34]([NH:36][CH2:37][C:38]([F:39])([F:40])[F:41])=[O:35])[CH:28]=[CH:27][CH:32]=3)=[CH:3][N:4]=[C:5]2[CH:10]=1

Participants

3

Reactant 2

HCID 574976911-[3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-(2,2,2-trifluoro-ethyl)-ureaHCID 68162655HCID 68162655, compound

Product 1

HCID 67027493HCID 67027493, compound

Procedure

1-(3-{7-[(E)-2-(1-Methyl-1H-imidazol-2-yl)-vinyl]imidazo[1,2-a]pyridin-3-yl}-phenyl)-3-(2,2,2-trifluoro-ethyl)-urea (86 mg) was prepared according to Procedure B3d using 3-Iodo-7-[(E)-2-(1-methyl-1H-imidazol-2-yl)-vinyl]imidazo[1,2-a]pyridine (170 mg, 0.49 mmol) and 1-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-(2,2,2-trifluoro-ethyl)-urea. 1H NMR (400 MHz, Me-d3-OD): 8.74 (1H, d), 8.01 (3H, d), 7.77-7.66 (2H, m), 7.64-7.50 (4H, m), 7.45-7.32 (2H, m), 4.04 (3H, s), 4.01-3.89 (2H, m). MS: [M+H]+441

Sources & evidence

ORD record
ord-566d8b48812c44f58959b8584eb528ce
Source dataset
uspto-grants-2014_08
Patent number
US08796244B2

Reaction notes

Loading…