Methyl 6-(adamantan-1-ylmethoxy)-5-cyclopropylnicotinate → 5-Cyclopropyl-2-fluoro-4-((3,5,7-trifluoroadamantan-1-yl)methoxy)benzoic acid

HRID 1849701Notes

Reaction equation

HRID 1849701 reaction equation
C12(COC3C(C4CC4)=CC(C(OC)=O)=CN=3)CC3CC(CC(C3)C1)C2.[CH:26]1([C:29]2[C:30]([O:40][CH2:41][C:42]34[CH2:52][C:46]5([F:53])[CH2:47][C:48]([F:51])([CH2:50][C:44]([F:54])([CH2:45]5)[CH2:43]3)[CH2:49]4)=[CH:31][C:32]([F:39])=[C:33]([CH:38]=2)[C:34]([O:36]C)=[O:35])[CH2:28][CH2:27]1>>[CH:26]1([C:29]2[C:30]([O:40][CH2:41][C:42]34[CH2:52][C:46]5([F:53])[CH2:47][C:48]([F:51])([CH2:50][C:44]([F:54])([CH2:45]5)[CH2:43]3)[CH2:49]4)=[CH:31][C:32]([F:39])=[C:33]([CH:38]=2)[C:34]([OH:36])=[O:35])[CH2:27][CH2:28]1

Participants

3

Reactant 2

HCID 86702923Methyl 6-(adamantan-1-ylmethoxy)-5-cyclopropylnicotinateHCID 86703572Methyl 5-cyclopropyl-2-fluoro-4-((3,5,7-trifluoroadamantan-1-yl)methoxy)benzoate

Product 1

HCID 867035735-Cyclopropyl-2-fluoro-4-((3,5,7-trifluoroadamantan-1-yl)methoxy)benzoic acid

Procedure

Following the procedure as described in Example 150 step 4 and making variations as required to replace methyl 6-(adamantan-1-ylmethoxy)-5-cyclopropylnicotinate with methyl 5-cyclopropyl-2-fluoro-4-((3,5,7-trifluoroadamantan-1-yl)methoxy)benzoate, the title compound was obtained as a colorless solid (0.48 g, quant.): MS (ES−) m/z 397.2 (M−1).

Sources & evidence

ORD record
ord-cfeb1f6ceefc489f96efd0b3848c96d2
Source dataset
uspto-grants-2015_02
Patent number
US08952169B2

Reaction notes

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