Tert-butyl 4-(bicyclo[4.1.0]heptan-1-ylmethoxy)-5-chloro-2-fluorobenzoate → Tert-butyl 5-cyclopropyl-2-fluoro-4-(spiro[5.5]undecan-3-yloxy)benzoate

HRID 1849817Notes

Reaction equation

HRID 1849817 reaction equation
[C:1]12(COC3C(Cl)=CC(C(OC(C)(C)C)=O)=C(F)C=3)[CH2:7][CH:6]1CCCC2.Cl[C:26]1[C:27]([O:40][CH:41]2[CH2:46][CH2:45][C:44]3([CH2:51][CH2:50][CH2:49][CH2:48][CH2:47]3)[CH2:43][CH2:42]2)=[CH:28][C:29]([F:39])=[C:30]([CH:38]=1)[C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32]>>[CH:1]1([C:26]2[C:27]([O:40][CH:41]3[CH2:42][CH2:43][C:44]4([CH2:47][CH2:48][CH2:49][CH2:50][CH2:51]4)[CH2:45][CH2:46]3)=[CH:28][C:29]([F:39])=[C:30]([CH:38]=2)[C:31]([O:33][C:34]([CH3:35])([CH3:36])[CH3:37])=[O:32])[CH2:7][CH2:6]1

Participants

3

Reactant 2

HCID 86703665Tert-butyl 4-(bicyclo[4.1.0]heptan-1-ylmethoxy)-5-chloro-2-fluorobenzoateHCID 86703702Tert-butyl 5-chloro-2-fluoro-4-(spiro[5.5]undecan-3-yloxy)benzoate

Product 1

HCID 86703701Tert-butyl 5-cyclopropyl-2-fluoro-4-(spiro[5.5]undecan-3-yloxy)benzoate

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 5-chloro-2-fluoro-4-(spiro[5.5]undecan-3-yloxy)benzoate, the title compound was obtained as an orange oil (0.33 g, 79%): MS (ES+) m/z 403.1 (M+1).

Sources & evidence

ORD record
ord-8f1c2ebd729f46efae73ce77b363ca53
Source dataset
uspto-grants-2015_02
Patent number
US08952169B2

Reaction notes

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