(S)-N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-3-phenyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine-1-carboxamide → (S)-3-benzoyl-N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine-1-carboxamide

HRID 2110214Notes

Reaction equation

HRID 2110214 reaction equation
CC(C)(C)[C@H](NC(C1N=C(C2C=CC=CC=2)N2CCNCC=12)=O)C(NC)=O.[C:28]([C:36]1[N:40]2[CH2:41][CH2:42][N:43](C(OC(C)(C)C)=O)[CH2:44][C:39]2=[C:38]([C:52](=[O:63])[NH:53][C@@H:54]([C:59]([CH3:62])([CH3:61])[CH3:60])[C:55]([NH:57][CH3:58])=[O:56])[N:37]=1)(=[O:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[C:28]([C:36]1[N:40]2[CH2:41][CH2:42][NH:43][CH2:44][C:39]2=[C:38]([C:52]([NH:53][C@@H:54]([C:59]([CH3:62])([CH3:61])[CH3:60])[C:55]([NH:57][CH3:58])=[O:56])=[O:63])[N:37]=1)(=[O:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 25132789(S)-N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-3-phenyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine-1-carboxamideHCID 57635475(S)-tert-butyl 3-benzoyl-1-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-ylcarbamoyl)-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate

Product 1

HCID 57635545(S)-3-benzoyl-N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine-1-carboxamide

Procedure

Intermediate 25C was synthesized in the same manner as described above for Compound 2 except that Compound 25B was used in place of Compound 1.

Sources & evidence

ORD record
ord-eb6ba16959e1448d8d83eee1c5747237
Source dataset
uspto-grants-2009_04
Patent number
US07517874B2

Reaction notes

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