tert-Butyl 4-ethynylpiperidine-1-carboxylate → tert-Butyl 4-{1-[6-fluoro-2-oxo-1-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl]-1H-1,2,3-triazol-4-yl}piperidine-1-carboxylate

HRID 2035694Notes

Reaction equation

HRID 2035694 reaction equation
[C:1]([CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1)#[CH:2].[N:16]([CH:19]1[CH2:25][CH2:24][C:23]2[C:26]([F:30])=[CH:27][CH:28]=[CH:29][C:22]=2[N:21]([CH2:31][C:32]([F:35])([F:34])[F:33])[C:20]1=[O:36])=[N+:17]=[N-:18]>>[F:30][C:26]1[C:23]2[CH2:24][CH2:25][CH:19]([N:16]3[CH:2]=[C:1]([CH:3]4[CH2:4][CH2:5][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:7][CH2:8]4)[N:18]=[N:17]3)[C:20](=[O:36])[N:21]([CH2:31][C:32]([F:33])([F:34])[F:35])[C:22]=2[CH:29]=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 15550481tert-Butyl 4-ethynylpiperidine-1-carboxylateHCID 580635233-azido-6-fluoro-1-(2,2,2-trifluoroethyl)-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one

Product 1

HCID 66683843tert-Butyl 4-{1-[6-fluoro-2-oxo-1-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl]-1H-1,2,3-triazol-4-yl}piperidine-1-carboxylate

Procedure

tert-Butyl 4-{1-[6-fluoro-2-oxo-1-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl]-1H-1,2,3-triazol-4-yl}piperidine-1-carboxylate was prepared from tert-butyl 4-ethynylpiperidine-1-carboxylate (synthesized from tert-butyl 4-formylpiperidine-1-carboxylate and Bestmann's reagent under standard condition) and 3-azido-6-fluoro-1-(2,2,2-trifluoroethyl)-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one under standard click chemistry condition. MS calculated 512.2 (MH+), exp 521.1 (MH+).

Sources & evidence

ORD record
ord-c075260d374848c5954136ed819ec749
Source dataset
uspto-grants-2013_11
Patent number
US08575150B2

Reaction notes

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