(S)-isopropyl 4-(cyclopropanecarbonyl)-3-methyl-7-(1H-pyrazol-4-yl)-3,4-dihydroquinoxaline-1(2H)-carboxylate → Isopropyl (S)-4-acetyl-3-methyl-7-(1H-pyrazol-4-yl)-3,4-dihydroquinoxaline-1 (2H)-carboxylate

HRID 1485704Notes

Reaction equation

C(N1C2C(=CC(Br)=CC=2)N(C(OC(C)C)=O)C[C@@H]1C)(=O)C.[CH:22]1([C:25]([N:27]2[C:36]3[C:31](=[CH:32][C:33]([C:37]4[CH:38]=[N:39][NH:40][CH:41]=4)=[CH:34][CH:35]=3)[N:30]([C:42]([O:44][CH:45]([CH3:47])[CH3:46])=[O:43])[CH2:29][C@@H:28]2[CH3:48])=[O:26])CC1>>[C:25]([N:27]1[C:36]2[C:31](=[CH:32][C:33]([C:37]3[CH:41]=[N:40][NH:39][CH:38]=3)=[CH:34][CH:35]=2)[N:30]([C:42]([O:44][CH:45]([CH3:47])[CH3:46])=[O:43])[CH2:29][C@@H:28]1[CH3:48])(=[O:26])[CH3:22]

Participants

Reactant 2

HCID 118079118(S)-isopropyl 4-(cyclopropanecarbonyl)-3-methyl-7-(1H-pyrazol-4-yl)-3,4-dihydroquinoxaline-1(2H)-carboxylate

HCID 118079263HCID 118079263, compound

Product 1

HCID 118080499Isopropyl (S)-4-acetyl-3-methyl-7-(1H-pyrazol-4-yl)-3,4-dihydroquinoxaline-1 (2H)-carboxylate

Procedure

Isopropyl (S)-4-acetyl-3-methyl-7-(1H-pyrazol-4-yl)-3,4-dihydroquinoxaline-1 (2H)-carboxylate was synthesized from (S)-isopropyl 4-acetyl-7-bromo-3-methyl-3,4-dihydroquinoxaline-1(2H)-carboxylate according to the procedure outlined above for (S)-isopropyl 4-(cyclopropanecarbonyl)-3-methyl-7-(1H-pyrazol-4-yl)-3,4-dihydroquinoxaline-1(2H)-carboxylate. MS (ESI, pos. ion) m/z 343 [M+1]+.

Sources & evidence

ORD record: ord-12d656eb665d4a5d9be6e876b292d158
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09422281B2

Reaction notes

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