(4-Methoxyphenyl)boronic acid → HCID 59753954, compound

HRID 750880Notes

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.[CH3:33][O:34][C:35]1[CH:40]=[CH:39][C:38](B(O)O)=[CH:37][CH:36]=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:39]=[CH:40][C:35]([O:34][CH3:33])=[CH:36][CH:37]=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

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acid

HCID 86601403HCID 86601403, compound

Product 1

HCID 59753954HCID 59753954, 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 (54 mg, 0.1 mmol) as described in Reference Example 17 and 4-methoxy-benzeneboronic acid (Lancaster, 16 mg, 0.11 mmol). HPLC/MS: m/e=488 (M+−1); Rt=4.62 min. 1H-NMR 500 MHz (CDCl3): δ 3.86 (s, 3H), 4.09 (s, 3H), 6.66 (m, 1H), 6.78 (m, 1H), 6.87 (dd, J=6 Hz, J=2 Hz, 2H), 7.08 (dd over m, J=6 Hz, J=2 Hz, 3H), 7.40 (d, J=1 Hz, 2H), 7.45 (d, J=2 Hz, 1H).

Workup

customThis derivative was prepared by the method

Sources & evidence

ORD record: ord-e4bc32a8a2f5422aa9f87468fcc0d545
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07405221B2

Reaction notes

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