Serinol → 2-[[(2,3-Difluorophenyl)methyl]thio]4-[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]-7(8H)-pteridinone

HRID 1814243Notes

Reaction equation

HRID 1814243 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]([F:21])[C:16]=2[F:22])[N:3]=1.[NH2:23][CH:24]([CH2:27][OH:28])[CH2:25][OH:26]>>[F:22][C:16]1[C:17]([F:21])=[CH:18][CH:19]=[CH:20][C:15]=1[CH2:14][S:13][C:4]1[N:3]=[C:2]([NH:23][CH:24]([CH2:27][OH:28])[CH2:25][OH:26])[C:11]2[N:10]=[CH:9][C:8](=[O:12])[NH:7][C:6]=2[N:5]=1

Participants

3

Reactant 2

HCID 68294SerinolHCID 223200824-bromo-2-[[(2,3-difluorophenyl)methyl]thio]-7(8H)-pteridinone

Product 1

HCID 225059782-[[(2,3-Difluorophenyl)methyl]thio]4-[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]-7(8H)-pteridinoneYield 69.4%

Procedure

The titled compound (57 mg) was prepared from the product of step (b) (80 mg) and 2-amino-1,3-propanediol (29 mg) using the method of Example 2 step (f).

Sources & evidence

ORD record
ord-f6d88f105666427eb39abe41efb0eef5
Source dataset
uspto-grants-2005_04
Patent number
US06875868B2

Reaction notes

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