Tert-butyl 4-((2-cyanoadamantan-2-yl)methoxy)-5-cyclopropyl-2-fluorobenzoate → 4-(Bicyclo[4.1.0]heptan-3-ylmethoxy)-5-cyclopropyl-2-fluorobenzoic acid

HRID 1849814Notes

Reaction equation

HRID 1849814 reaction equation
C([C:3]1([CH2:13][O:14][C:15]2[C:27]([CH:28]3[CH2:30][CH2:29]3)=[CH:26][C:18]([C:19]([O:21]C(C)(C)C)=[O:20])=[C:17]([F:31])[CH:16]=2)[CH:10]2CC3[CH2:7][CH:8]([CH2:12][CH:4]1C3)[CH2:9]2)#N.C12CC1CCC(COC1C(C3CC3)=CC(C(OC(C)(C)C)=O)=C(F)C=1)C2>>[CH:12]12[CH2:7][CH:8]1[CH2:9][CH2:10][CH:3]([CH2:13][O:14][C:15]1[C:27]([CH:28]3[CH2:29][CH2:30]3)=[CH:26][C:18]([C:19]([OH:21])=[O:20])=[C:17]([F:31])[CH:16]=1)[CH2:4]2

Participants

3

Reactant 2

HCID 86703654Tert-butyl 4-((2-cyanoadamantan-2-yl)methoxy)-5-cyclopropyl-2-fluorobenzoateHCID 86703696Tert-butyl 4-(bicyclo[4.1.0]heptan-3-ylmethoxy)-5-cyclopropyl-2-fluorobenzoate

Product 1

HCID 867036984-(Bicyclo[4.1.0]heptan-3-ylmethoxy)-5-cyclopropyl-2-fluorobenzoic acid

Procedure

Following the procedure as described in Example 332 Step 6, and making variations as required to replace tert-butyl 4-((2-cyanoadamantan-2-yl)methoxy)-5-cyclopropyl-2-fluorobenzoate with tert-butyl 4-(bicyclo[4.1.0]heptan-3-ylmethoxy)-5-cyclopropyl-2-fluorobenzoate, the title compound was obtained as a yellow solid (1.06 g, 99%): MS (ES+) m/z 305.1 (M+1).

Sources & evidence

ORD record
ord-daa4f12621144499b9cb87c2fbdabb49
Source dataset
uspto-grants-2015_02
Patent number
US08952169B2

Reaction notes

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