3-Chlorobenzyl alcohol → HCID 69732063, compound
Reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:19]([NH2:20])=[N:18][CH:17]=[C:16](Br)[N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:22][C:23]1[CH:24]=[C:25]([CH:28]=[CH:29][CH:30]=1)[CH2:26][OH:27]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:19]([NH2:20])=[N:18][CH:17]=[C:16]([O:27][CH2:26][C:25]3[CH:28]=[CH:29][CH:30]=[C:23]([Cl:22])[CH:24]=3)[N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]Participants
3
Procedure
3′-Amino-6′-(3-chloro-benzyloxy)-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid tert-butyl ester I-3s was prepared from 3′-Amino-6′-bromo-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid tert-butyl ester I-3r (1.0 g, 2.8 mmol) and 3-chlorobenzyl alcohol (0.36 mL, 3.1 mmol) in a manner analogous to compound I-1b in example 1. The title compound I-3s was obtained as a red viscous oil (394 mg, 34% yield).
Sources & evidence
- ORD record
- ord-bda0202bfd5e46c7b8b74870fd7a8d7d
- Source dataset
- uspto-grants-2005_05
- Patent number
- US06894050B2
Reaction notes
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