Methyl chloroformate → HCID 118080634, compound

HRID 1485789Notes

Reaction equation

HRID 1485789 reaction equation
[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([C:15]3[CH:20]=[CH:19][C:18]([S:21]([CH3:24])(=[O:23])=[O:22])=[CH:17][CH:16]=3)=[C:11]([NH2:14])[CH:12]=2)[N:7]([C:25]([O:27][CH:28]([CH3:30])[CH3:29])=[O:26])[CH2:6][C@@H:5]1[CH3:31])(=[O:3])[CH3:2].Cl[C:33]([O:35][CH3:36])=[O:34].C(OC(=O)C)(=O)C.C(NC1C=C2C(=CC=1C1C=NN(C3CC3)C=1)N(C(OC(C)C)=O)C[C@H](C)N2C(=O)C)(=O)C>>[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([C:15]3[CH:16]=[CH:17][C:18]([S:21]([CH3:24])(=[O:23])=[O:22])=[CH:19][CH:20]=3)=[C:11]([NH:14][C:33]([O:35][CH3:36])=[O:34])[CH:12]=2)[N:7]([C:25]([O:27][CH:28]([CH3:30])[CH3:29])=[O:26])[CH2:6][C@@H:5]1[CH3:31])(=[O:3])[CH3:2]

Participants

5

Reactant 4

HCID 6586Methyl chloroformateHCID 7918Acetic AnhydrideHCID 118079199HCID 118079199, compoundHCID 118080534HCID 118080534, compound

Product 1

HCID 118080634HCID 118080634, compound

Procedure

Isopropyl (S)-4-acetyl-6-((methoxycarbonyl)amino)-3-methyl-7-(4-(methylsulfonyl)phenyl)-3,4-dihydroquinoxaline-1(2H)-carboxylate was synthesized from isopropyl (S)-4-acetyl-6-amino-3-methyl-7-(4-(methylsulfonyl)phenyl)-3,4-dihydroquinoxaline-1(2H)-carboxylate and methyl chloroformate (instead of acetic anhydride) according to the procedure described above for isopropyl (S)-6-acetamido-4-acetyl-7-(1-cyclopropyl-1H-pyrazol-4-yl)-3-methyl-3,4-dihydroquinoxaline-1(2H)-carboxylate (Example 235). MS (ESI, pos. ion) m/z 504 [M+H]+.

Sources & evidence

ORD record
ord-12905f03cd98459ba69bc441a49856a6
Source dataset
uspto-grants-2016_08
Patent number
US09422281B2

Reaction notes

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