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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535921Generated: October 24, 2026

(2S)-2-Amino-N,3,3-trimethylbutanamide → (S)-tert-butyl 3-bromo-1-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-ylcarbamoyl)-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate

https://huagongshe.com/en/reaction/535921

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S)-2-Amino-N,3,3-trimethylbutanamideHCID 445856—
Reactant(S)-N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-3-phenyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine-1-carboxamideHCID 25132789—
Reactant3-bromo-7-[(tert-butoxy)carbonyl]-5H,6H,7H,8H-imidazo[1,5-a]pyrazine-1-carboxylic acidHCID 57635428—
Product(S)-tert-butyl 3-bromo-1-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-ylcarbamoyl)-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylateHCID 57635359—

Reaction Steps

Additional compounds 22-29 were synthesized by the same procedure as described above (Examples 1 and 2) for Compound 2 except that in Example 1, alternative amines were used in place of L-tert-Leucine methylamide in the reaction with intermediate Intermediate 1I to form intermediate Intermediate 1J. For example, Compound 22 was synthesized in the same manner as Compound 2 except that (S)-2-amino-3,3-dimethylbutan-1-ol was used in place of L-tert-Leucine methylamide. Compound 23 was synthesized in the same manner as Compound 2 except that (R)-2-amino-3,3-dimethylbutan-1-ol was used in place of L-tert-Leucine methylamide. These resulting intermediates were deprotected with TFA, as described in Example 2, to form additional Compounds 22-29.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859538B2
Source datasetuspto-grants-2014_10
ORD IDord-3f8f4c52b8164e35a94f91d270a7906c
Source noteuspto-grants-2014_10