HCID 118080513, compound → HCID 118080531, compound

HRID 1485801Notes

Reaction equation

HRID 1485801 reaction equation
[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([C:15]3[CH:16]=[N:17][N:18]([CH:20]4[CH2:22][CH2:21]4)[CH:19]=3)=[C:11](N)[CH:12]=2)[N:7]([C:23]([O:25][CH:26]([CH3:28])[CH3:27])=[O:24])[CH2:6][C@@H:5]1[CH3:29])(=[O:3])[CH3:2].[C:30]([N:33]1C2C(=CC(C3C=CC(S(C)(=O)=O)=CC=3)=C(Br)C=2)N(C(OC(C)C)=O)C[C@@H]1C)(=O)C>[Cu]Br>[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([C:15]3[CH:16]=[N:17][N:18]([CH:20]4[CH2:22][CH2:21]4)[CH:19]=3)=[C:11]([C:30]#[N:33])[CH:12]=2)[N:7]([C:23]([O:25][CH:26]([CH3:27])[CH3:28])=[O:24])[CH2:6][C@@H:5]1[CH3:29])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 118080513HCID 118080513, compoundHCID 118080525HCID 118080525, compound

Product 1

HCID 118080531HCID 118080531, compound

Reagents, catalysts & solvents 1

HCID 24593copper(I) bromideCatalyst

Procedure

Isopropyl (S)-4-acetyl-6-cyano-7-(1-cyclopropyl-1H-pyrazol-4-yl)-3-methyl-3,4-dihydroquinoxaline-1(2H)-carboxylate was synthesized from isopropyl (S)-4-acetyl-6-amino-7-(1-cyclopropyl-1H-pyrazol-4-yl)-3-methyl-3,4-dihydroquinoxaline-1 (2H)-carboxylate according to the procedure described above for isopropyl (S)-4-acetyl-6-bromo-3-methyl-7-(4-(methylsulfonyl)phenyl)-3,4-dihydroquinoxaline-1(2H)-carboxylate (Example 238), substituting copper (I) cyanide for copper (I) bromide. MS (ESI, pos. ion) m/z 408 [M+H]+.

Sources & evidence

ORD record
ord-821cd7fd428e4572b83ed0e1eaa81e74
Source dataset
uspto-grants-2016_08
Patent number
US09422281B2

Reaction notes

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