Methyl chloroformate → HCID 118080529, compound

HRID 1485793Notes

Reaction equation

[C:1]([N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([NH2:14])[CH:12]=2)[N:7]([C:15]([O:17][CH:18]([CH3:20])[CH3:19])=[O:16])[CH2:6][C@@H:5]1[CH3:21])(=[O:3])[CH3:2].Cl[C:23]([O:25][CH3:26])=[O:24].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][CH:10]=[C:11]([NH:14][C:23]([O:25][CH3:26])=[O:24])[CH:12]=2)[N:7]([C:15]([O:17][CH:18]([CH3:20])[CH3:19])=[O:16])[CH2:6][C@@H:5]1[CH3:21])(=[O:3])[CH3:2]

Participants

Reactant 4

HCID 6586Methyl chloroformate

HCID 7918Acetic Anhydride

HCID 118080534HCID 118080534, compound

HCID 118080544HCID 118080544, compound

Product 1

HCID 118080529HCID 118080529, compound

Procedure

Isopropyl (S)-4-acetyl-6-((methoxycarbonyl)amino)-3-methyl-3,4-dihydroquinoxaline-1(2H)-carboxylate was synthesized from isopropyl (S)-4-acetyl-6-amino-3-methyl-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 372 [M+Na]+.

Sources & evidence

ORD record: ord-2ed764301d5e41a5ab65e4b23f58ce0f
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09422281B2

Reaction notes

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