Methyl 5-chloro-4-((4,4-difluorocyclohexyl)oxy)-2-fluorobenzoate → 5-Cyclopropyl-2-fluoro-4-(spiro[2.5]octan-6-yloxy)benzoic acid

HRID 1849919Notes

Reaction equation

HRID 1849919 reaction equation
ClC1C(OC2CCC(F)(F)CC2)=CC(F)=C(C=1)C(OC)=O.[CH:22]1([C:25]2[C:26]([O:36][CH:37]3[CH2:44][CH2:43][C:40]4([CH2:42][CH2:41]4)[CH2:39][CH2:38]3)=[CH:27][C:28]([F:35])=[C:29]([CH:34]=2)[C:30]([O:32]C)=[O:31])[CH2:24][CH2:23]1>>[CH:22]1([C:25]2[C:26]([O:36][CH:37]3[CH2:44][CH2:43][C:40]4([CH2:41][CH2:42]4)[CH2:39][CH2:38]3)=[CH:27][C:28]([F:35])=[C:29]([CH:34]=2)[C:30]([OH:32])=[O:31])[CH2:24][CH2:23]1

Participants

3

Reactant 2

HCID 86703689Methyl 5-chloro-4-((4,4-difluorocyclohexyl)oxy)-2-fluorobenzoateHCID 86703798Methyl 5-cyclopropyl-2-fluoro-4-(spiro[2.5]octan-6-yloxy)benzoate

Product 1

HCID 867037995-Cyclopropyl-2-fluoro-4-(spiro[2.5]octan-6-yloxy)benzoic acid

Procedure

Following the procedure as described in Example 357 Step 6 and making non-critical variations to replace methyl 5-chloro-4-((4,4-difluorocyclohexyl)oxy)-2-fluorobenzoate with methyl 5-cyclopropyl-2-fluoro-4-(spiro[2.5]octan-6-yloxy)benzoate, the title compound was obtained as a colorless syrup that was carried forward without further purification (0.393 g, quant. yield).

Sources & evidence

ORD record
ord-1e76ded395e84621b882239631f8e427
Source dataset
uspto-grants-2015_02
Patent number
US08952169B2

Reaction notes

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