(S)-1-(6-bromo-4-(cyclopropanecarbonyl)-2-methyl-3,4-dihydroquinoxalin-1 (2H)-yl)ethan-1-one → (S)-1-(4-(Cyclopropanecarbonyl)-2-methyl-6-(1H-pyrazol-4-yl)-3,4-dihydroquinoxalin-1 (2H)-yl)ethan-1-one

HRID 1485706Notes

Reaction equation

HRID 1485706 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:12](=[O:14])[CH3:13])[C@@H:7]([CH3:15])[CH2:6][N:5]2[C:16]([CH:18]1[CH2:20][CH2:19]1)=[O:17].C1(C(N2C3C(=CC([C:36]4[CH:37]=[N:38][NH:39][CH:40]=4)=CC=3)N(C(OC(C)C)=O)C[C@@H]2C)=O)CC1>>[CH:18]1([C:16]([N:5]2[C:4]3[C:9](=[CH:10][CH:11]=[C:2]([C:36]4[CH:37]=[N:38][NH:39][CH:40]=4)[CH:3]=3)[N:8]([C:12](=[O:14])[CH3:13])[C@@H:7]([CH3:15])[CH2:6]2)=[O:17])[CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 118079088(S)-1-(6-bromo-4-(cyclopropanecarbonyl)-2-methyl-3,4-dihydroquinoxalin-1 (2H)-yl)ethan-1-oneHCID 118079118(S)-isopropyl 4-(cyclopropanecarbonyl)-3-methyl-7-(1H-pyrazol-4-yl)-3,4-dihydroquinoxaline-1(2H)-carboxylate

Product 1

HCID 118079873(S)-1-(4-(Cyclopropanecarbonyl)-2-methyl-6-(1H-pyrazol-4-yl)-3,4-dihydroquinoxalin-1 (2H)-yl)ethan-1-one

Procedure

(S)-1-(4-(Cyclopropanecarbonyl)-2-methyl-6-(1H-pyrazol-4-yl)-3,4-dihydroquinoxalin-1 (2H)-yl)ethan-1-one was synthesized from (S)-1-(6-bromo-4-(cyclopropanecarbonyl)-2-methyl-3,4-dihydroquinoxalin-1 (2H)-yl)ethan-1-one 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 359 [M+1]+.

Sources & evidence

ORD record
ord-f5d182a328e14050bc5e277ea96bec85
Source dataset
uspto-grants-2016_08
Patent number
US09422281B2

Reaction notes

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