Tert-butyl 4-((1-cyanocyclohexyl)methoxy)-5-cyclopropyl-2-fluorobenzoate → 4-(Adamantan-1-ylmethoxy)-5-cyclobutyl-2-fluorobenzoic acid

HRID 1849841Notes

Reaction equation

HRID 1849841 reaction equation
C(C1(COC2C(C3CC3)=CC(C(OC(C)(C)C)=O)=C(F)C=2)CCCCC1)#N.[C:28]12([CH2:38][O:39][C:40]3[C:52]([CH:53]4[CH2:56][CH2:55][CH2:54]4)=[CH:51][C:43]([C:44]([O:46]C(C)(C)C)=[O:45])=[C:42]([F:57])[CH:41]=3)[CH2:37][CH:32]3[CH2:33][CH:34]([CH2:36][CH:30]([CH2:31]3)[CH2:29]1)[CH2:35]2>>[C:28]12([CH2:38][O:39][C:40]3[C:52]([CH:53]4[CH2:54][CH2:55][CH2:56]4)=[CH:51][C:43]([C:44]([OH:46])=[O:45])=[C:42]([F:57])[CH:41]=3)[CH2:29][CH:30]3[CH2:31][CH:32]([CH2:33][CH:34]([CH2:36]3)[CH2:35]1)[CH2:37]2

Participants

3

Reactant 2

HCID 86703715Tert-butyl 4-((1-cyanocyclohexyl)methoxy)-5-cyclopropyl-2-fluorobenzoateHCID 86703727Tert-butyl 4-(adamantan-1-ylmethoxy)-5-cyclobutyl-2-fluorobenzoate

Product 1

HCID 867037284-(Adamantan-1-ylmethoxy)-5-cyclobutyl-2-fluorobenzoic acid

Procedure

Following the procedure as described in Example 373 Step 2 making non-critical variations to replace tert-butyl 4-((1-cyanocyclohexyl)methoxy)-5-cyclopropyl-2-fluorobenzoate with tert-butyl 4-(adamantan-1-ylmethoxy)-5-cyclobutyl-2-fluorobenzoate, the title compound was obtained as a yellow solid (0.65 g, 76%). The solid was carried forward without further purification and analytical characterization.

Sources & evidence

ORD record
ord-dd749efc8c884c19a2ba13b0267091db
Source dataset
uspto-grants-2015_02
Patent number
US08952169B2

Reaction notes

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