HCID 53212388, compound → HCID 67975090, compound

HRID 1507397Notes

Reaction equation

HRID 1507397 reaction equation
CC1(C)C(C)(C)OB([C:9]2[CH2:14][CH2:13][CH:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][CH:10]=2)O1.Cl[C:22]1[C:31]([C:32]([F:35])([F:34])[F:33])=[N:30][C:29]2[C:24](=[CH:25][CH:26]=[C:27]([O:36][CH3:37])[CH:28]=2)[N:23]=1>>[CH3:37][O:36][C:27]1[CH:28]=[C:29]2[C:24](=[CH:25][CH:26]=1)[N:23]=[C:22]([C:9]1[CH2:14][CH2:13][CH:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][CH:10]=1)[C:31]([C:32]([F:35])([F:33])[F:34])=[N:30]2

Participants

3

Reactant 2

HCID 53212388HCID 53212388, compound2×HCID 592787964-(4,4,5,5-Tetramethyl-(1,3,2)dioxaborolan-2-yl)cyclohex-3-ene-1-carboxylic acid ethyl ester

Product 1

HCID 67975090HCID 67975090, compoundYield 55%

Conditions

Temperature
100 °C

Procedure

Followed the coupling procedure similar to that described in Compound VIII-2 (Example 65), where the starting materials were ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarboxylate and 2-chloro-6-methoxy-3-(trifluoromethyl)quinoxaline (Intermediate 11) and where the reaction here was stirred under N2 atmosphere at 100° C. for 3 hours. Ethyl 4-(6-methoxy-3-(trifluoromethyl)quinoxalin-2-yl)cyclohex-3-enecarboxylate was isolated (800 mg, yield 55%) as yellow solid.

Workup

  1. customthe reaction

Sources & evidence

ORD record
ord-fb8a0e7b91f24ed9b8500729ac306871
Source dataset
uspto-grants-2015_12
Patent number
US09221810B2

Reaction notes

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