3-(Tert-butoxycarbonylamino)-2,2-dimethylpropyl methanesulfonate → 3-(2-([1,2,4]Triazolo[4,3-a]pyridin-3-yl)-6-fluoroquinolin-8-yloxy)-2,2-dimethylpropan-1-amine

HRID 876411Notes

Reaction equation

HRID 876411 reaction equation
CS([O:5][CH2:6][C:7]([CH3:18])([CH3:17])[CH2:8][NH:9]C(OC(C)(C)C)=O)(=O)=O.[N:19]1[N:20]=[C:21]([C:28]2[CH:37]=[CH:36][C:35]3[C:30](=[C:31](O)[CH:32]=[C:33]([F:38])[CH:34]=3)[N:29]=2)[N:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=12>>[N:19]1[N:20]=[C:21]([C:28]2[CH:37]=[CH:36][C:35]3[C:30](=[C:31]([O:5][CH2:6][C:7]([CH3:17])([CH3:18])[CH2:8][NH2:9])[CH:32]=[C:33]([F:38])[CH:34]=3)[N:29]=2)[N:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=12

Participants

3

Reactant 2

HCID 866543683-(Tert-butoxycarbonylamino)-2,2-dimethylpropyl methanesulfonateHCID 1363378052-([1,2,4]Triazolo[4,3-a]pyridin-3-yl)-6-fluoroquinolin-8-ol

Product 1

HCID 583037083-(2-([1,2,4]Triazolo[4,3-a]pyridin-3-yl)-6-fluoroquinolin-8-yloxy)-2,2-dimethylpropan-1-amine

Procedure

The desired product was prepared as described in Example 25 using 3-(tert-butoxycarbonylamino)-2,2-dimethylpropyl methanesulfonate in place of (cis)-tert-butyl-3-fluoro-4-(methylsulfonyloxy)piperidine-1-carboxylate, and 2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)-6-fluoroquinolin-8-ol in place of 2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-ol. MS ESI (+) m/z 366 (M+1) detected.

Sources & evidence

ORD record
ord-77b156aff74d4b768d51e8f4d2e4a638
Source dataset
uspto-grants-2015_03
Patent number
US08987251B2

Reaction notes

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