Oxygen → 6-Bromo-2-(4-tert-butyl-cyclohexyloxy)-quinoline

HRID 713947Notes

Reaction equation

HRID 713947 reaction equation
[C:1]([C@H:5]1[CH2:10][CH2:9][C@H:8](OC2C=C3C(=CC=2)N=C(C)C=C3C(F)(F)F)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[Br:27][C:28]1[CH:29]=[C:30]2[C:35](=[CH:36][CH:37]=1)[N:34]=[C:33]([OH:38])[CH:32]=[CH:31]2.O=O>>[Br:27][C:28]1[CH:29]=[C:30]2[C:35](=[CH:36][CH:37]=1)[N:34]=[C:33]([O:38][CH:8]1[CH2:9][CH2:10][CH:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:6][CH2:7]1)[CH:32]=[CH:31]2

Participants

4

Reactant 3

HCID 977OxygenHCID 178426037HCID 178426037, compoundHCID 178515482HCID 178515482, compound

Product 1

HCID 669265836-Bromo-2-(4-tert-butyl-cyclohexyloxy)-quinoline

Procedure

Synthesized as per 6-(trans-4-tert-Butyl-cyclohexyloxy)-2-methyl-4-trifluoromethyl-quinoline using 6-Bromo-quinolin-2-ol as starting material. Alkylation was confirmed to be on the oxygen by 2D NMR (HMQC) of the subsequent intermediate. ESI-MS(M+H+): 362.1/364.10).

Sources & evidence

ORD record
ord-4f6e96e80550485da212e1efdc62e826
Source dataset
uspto-grants-2015_11
Patent number
US09186367B2

Reaction notes

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