(3-Chlorophenyl)boronic acid → HCID 59753958, compound

HRID 750882Notes

Reaction equation

HRID 750882 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:29]=[CH:30][C:31]=1[F:32])[O:5][C:6]1[N:11]=[C:10]([O:12][CH3:13])[C:9](S(C(F)(F)F)(=O)=O)=[C:8]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=2[Cl:28])[N:7]=1.[Cl:33][C:34]1[CH:35]=[C:36](B(O)O)[CH:37]=[CH:38][CH:39]=1>>[F:1][C:2]1[CH:3]=[C:4]([CH:29]=[CH:30][C:31]=1[F:32])[O:5][C:6]1[N:11]=[C:10]([O:12][CH3:13])[C:9]([C:38]2[CH:37]=[CH:36][CH:35]=[C:34]([Cl:33])[CH:39]=2)=[C:8]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=2[Cl:28])[N:7]=1

Participants

3

Reactant 2

HCID 2734323(3-Chlorophenyl)boronic acidHCID 86601403HCID 86601403, compound

Product 1

HCID 59753958HCID 59753958, compound

Procedure

This derivative was prepared by the method described in Example 132 using 2-(3,4-difluorophenoxy)-4-methoxy-5-trifluoromethansulfonyl-6-[2,4-dichlorophenyl]pyrimidine (27 mg, 0.05 mmol) as described in Reference Example 17 and 3-chlorobenzeneboronic acid (Lancaster, 16 mg, 0.1 mmol). HPLC Rt=4.82 min. 1H-NMR 500 MHz (CDCl3): 3.88 (s, 3H), 6.45 (d, J=8 Hz, 1H), 6.51 (s, 1H), 6.67 (d, J=8 Hz, 1H), 6.71 (s, 1H), 6.95 (m, 1H), 7.05 (t, J=9 Hz, 1H), 7.8 (m, 2H), (7.39 s, 2H).

Workup

  1. customThis derivative was prepared by the method
  2. custom1H-NMR 500 MHz (CDCl3): 3.88 (s, 3H), 6.45 (d, J=8 Hz, 1H), 6.51 (s, 1H), 6.67 (d, J=8 Hz, 1H), 6.71 (s, 1H), 6.95 (m, 1H), 7.05 (t, J=9 Hz, 1H), 7.8 (m, 2H), (7.39 s, 2H)

Sources & evidence

ORD record
ord-c40c50fe50874d50b5ed5029f4b94ccf
Source dataset
uspto-grants-2008_07
Patent number
US07405221B2

Reaction notes

Loading…