Hydrochloric Acid → 2-[[(3-Chloro-2-fluorophenyl)methyl]thio]-4-[[(1R)-2-hydroxy-1-methylethyl]amino]-7(8H)-pteridinone

HRID 2105147Notes

Reaction equation

HRID 2105147 reaction equation
Br[C:2]1[C:11]2[N:10]=[CH:9][C:8](=[O:12])[NH:7][C:6]=2[N:5]=[C:4]([S:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[C:16]=2[F:22])[N:3]=1.Cl.[OH2:24]>>[Cl:21][C:17]1[C:16]([F:22])=[C:15]([CH2:14][S:13][C:4]2[N:3]=[C:2]([NH:10][C@H:11]([CH3:2])[CH2:6][OH:24])[C:11]3[N:10]=[CH:9][C:8](=[O:12])[NH:7][C:6]=3[N:5]=2)[CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 225059834-Bromo-2-[[(3-chloro-2-fluorophenyl)methyl]thio]-7(8H)-pteridinone

Product 1

HCID 688162692-[[(3-Chloro-2-fluorophenyl)methyl]thio]-4-[[(1R)-2-hydroxy-1-methylethyl]amino]-7(8H)-pteridinone

Procedure

The titled compound was prepared by the method of Example 2, step (f) using the product from example 6, step (e) (75 mg). The reaction mixture was poured into water and acidified with conc. HCl. The suspended solid was removed by filtration, dried in air and recrystallized from acetonitrile to give a yellow solid (37 mg).

Workup

  1. customThe suspended solid was removed by filtration
  2. customdried in air
  3. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-170620d656e642c7acf823f851d87647
Source dataset
uspto-grants-2009_08
Patent number
US07579342B2

Reaction notes

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