Tert-butyl 4-(bicyclo[4.1.0]heptan-1-ylmethoxy)-5-chloro-2-fluorobenzoate → Tert-butyl 4-(bicyclo[4.1.0]heptan-3-ylmethoxy)-5-cyclopropyl-2-fluorobenzoate

HRID 1849813Notes

Reaction equation

HRID 1849813 reaction equation
[C:1]12(COC3C(Cl)=CC(C(OC(C)(C)C)=O)=C(F)C=3)[CH2:7][CH:6]1CCCC2.[CH:25]12[CH2:31][CH:30]1[CH2:29][CH2:28][CH:27]([CH2:32][O:33][C:34]1[C:46](Cl)=[CH:45][C:37]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])=[C:36]([F:48])[CH:35]=1)[CH2:26]2>>[CH:25]12[CH2:31][CH:30]1[CH2:29][CH2:28][CH:27]([CH2:32][O:33][C:34]1[C:46]([CH:1]3[CH2:7][CH2:6]3)=[CH:45][C:37]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])=[C:36]([F:48])[CH:35]=1)[CH2:26]2

Participants

3

Reactant 2

HCID 86703665Tert-butyl 4-(bicyclo[4.1.0]heptan-1-ylmethoxy)-5-chloro-2-fluorobenzoateHCID 86703697Tert-butyl 4-(bicyclo[4.1.0]heptan-3-ylmethoxy)-5-chloro-2-fluorobenzoate

Product 1

HCID 86703696Tert-butyl 4-(bicyclo[4.1.0]heptan-3-ylmethoxy)-5-cyclopropyl-2-fluorobenzoate

Procedure

Following the procedure as described in Example 342 Step 4 and making variations as required to replace tert-butyl 4-(bicyclo[4.1.0]heptan-1-ylmethoxy)-5-chloro-2-fluorobenzoate with tert-butyl 4-(bicyclo[4.1.0]heptan-3-ylmethoxy)-5-chloro-2-fluorobenzoate, the title compound was obtained as a brown oil (1.29 g, 99%, crude yield): MS (ES+) m/z 361.1 (M+1).

Sources & evidence

ORD record
ord-54a553ad6c5640f687b3b05c057cdbda
Source dataset
uspto-grants-2015_02
Patent number
US08952169B2

Reaction notes

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