2-Fluorophenylboronic acid → HCID 9836059, compound

HRID 556545Notes

Reaction equation

HRID 556545 reaction equation
Cl[C:2]1[C:7]([CH:8]=[O:9])=[C:6]([NH:10][CH:11]2[CH2:13][CH2:12]2)[N:5]=[C:4]([S:14][CH3:15])[N:3]=1.[F:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1B(O)O>>[CH:11]1([NH:10][C:6]2[C:7]([CH:8]=[O:9])=[C:2]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[F:16])[N:3]=[C:4]([S:14][CH3:15])[N:5]=2)[CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 27343542-Fluorophenylboronic acidHCID 9813573HCID 9813573, compound

Product 1

HCID 9836059HCID 9836059, compound

Procedure

Prepared as described above in Example 11 starting from 4-chloro-6-cyclopropylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde and 2-fluorophenylboronic acid to give the title compound 4-cyclopropylamino-6-(2-fluoro-phenyl)-2-methylsulfanyl-pyrimidine-5-carbaldehyde. 1H-NMR: δ 0.66 (m, 2H), 0.92 (m, 2H) 2.60 (s, 3H), 3.11 (m, 1H), 7.10-7.30 (m, 2H), 7.41-7.57 (m, 2H), 9.10 (br s, 1H), 9.66 (s, 1H). LC MS (m/e)=304 (MH+).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-f390a39d9dd74a13bd359c67e56f5121
Source dataset
uspto-grants-2011_11
Patent number
US08058282B2

Reaction notes

Loading…