Aminopyrazine → (1S,3S,5S)-tert-Butyl 3-(pyrazin-2-ylcarbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

HRID 1961413Notes

Reaction equation

HRID 1961413 reaction equation
[C@H:1]12[CH2:6][C@H:5]1[CH2:4][C@@H:3]([C:7]([O:9]C)=O)[N:2]2[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12].[NH2:18][C:19]1[CH:24]=[N:23][CH:22]=[CH:21][N:20]=1.F[C@H]1CN(C(OC(C)(C)C)=O)[C@H](C(=O)NC2C=NC=CN=2)C1>>[N:20]1[CH:21]=[CH:22][N:23]=[CH:24][C:19]=1[NH:18][C:7]([C@@H:3]1[CH2:4][C@H:5]2[C@H:1]([CH2:6]2)[N:2]1[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[O:9]

Participants

4

Reactant 3

HCID 78747AminopyrazineHCID 585017032-tert-butyl 3-methyl (1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2,3-dicarboxylateHCID 59436441(2S,4R)-tert-Butyl 4-fluoro-2-(pyrazin-2-ylcarbamoyl)pyrrolidine-1-carboxylate

Product 1

HCID 59436392(1S,3S,5S)-tert-Butyl 3-(pyrazin-2-ylcarbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

Procedure

(1S,3S,5S)-tert-Butyl 3-(pyrazin-2-ylcarbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate 121B was prepared from 121A and 2-amino pyrazine using the procedure as reported in 65A. LC/MS [M+H]+: 305; Ret time (Method A): 1.63 min.

Workup

  1. custom1.63 min.

Sources & evidence

ORD record
ord-7d24efa2c4be4053847d49b8cd5a2fd3
Source dataset
uspto-grants-2013_04
Patent number
US08415340B2

Reaction notes

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