4-Bromo-2-[[(3-chloro-2-fluorophenyl)methyl]thio]-7(8H)-pteridinone → [(2r)-2-[[2-[[(3-Chloro-2-fluorophenyl)methyl]thio]-7,8-dihydro-7-oxo-4-pteridinyl]amino]propyl]-carbamic acid, 1,1-dimethylethyl ester

HRID 1814250Notes

Reaction equation

HRID 1814250 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.[NH2:23][C@H:24]([CH3:34])[CH2:25][NH:26][C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30]>>[Cl:21][C:17]1[C:16]([F:22])=[C:15]([CH2:14][S:13][C:4]2[N:3]=[C:2]([NH:23][C@H:24]([CH3:34])[CH2:25][NH:26][C:27](=[O:33])[O:28][C:29]([CH3:31])([CH3:30])[CH3:32])[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

3

Reactant 2

HCID 225059834-Bromo-2-[[(3-chloro-2-fluorophenyl)methyl]thio]-7(8H)-pteridinoneHCID 45072491tert-butyl N-((2R)-2-aminopropyl)carbamate

Product 1

HCID 91168650[(2r)-2-[[2-[[(3-Chloro-2-fluorophenyl)methyl]thio]-7,8-dihydro-7-oxo-4-pteridinyl]amino]propyl]-carbamic acid, 1,1-dimethylethyl esterYield 89.8%

Procedure

The titled compound (83 mg) was prepared by the method of Example 6, step (f) using the product from Example 6, step (e) (75 mg) and the product from example 9, step (d) (72 mg).

Sources & evidence

ORD record
ord-d9ab3e8edd8245d2b7e88fc35c551874
Source dataset
uspto-grants-2005_04
Patent number
US06875868B2

Reaction notes

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