Methanol → 2-(4-((2-Amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)-3-fluorophenyl)acetic acid
Reaction equation
[OH-:1].[K+].[NH2:3][C:4]1[N:9]=[C:8]([CH3:10])[C:7]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C:19]#N)=[CH:14][C:13]=2[F:21])=[C:6]([NH:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[N:5]=1.C[OH:29]>>[NH2:3][C:4]1[N:9]=[C:8]([CH3:10])[C:7]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C:19]([OH:29])=[O:1])=[CH:14][C:13]=2[F:21])=[C:6]([NH:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[N:5]=1Participants
4
Conditions
- Temperature
- 65 °C
Procedure
A 5M aqueous solution of potassium hydroxide (3.10 mL) was added to a solution of the product of step (vii) (0.53 g) in MeOH (6 mL). The mixture was stirred at 65° C. for 15 h and allowed to cool. The solvent was evaporated under reduced pressure and the resulting aqueous solution adjusted to pH ˜7 with conc. HCl. The aqueous phase was extracted with DCM and EtOAc, the combined organic phase was evaporated under reduced pressure to give the subtitle compound as a colourless solid 0.547 g.