1-(tert-Butoxycarbonyl)-4-(p-toluenesulfonyloxy)piperidine → 5-(7-methoxy-3H-spiro[1-benzofuran-2,1'-cyclopentan]-4-yl)-4,4-dimethyl-2-piperidin-4-yl-2,4-dihydro-3H-pyrazol-3-one

HRID 524298Notes

Reaction equation

HRID 524298 reaction equation
[CH3:1][O:2][C:3]1[C:15]2[O:14][C:9]3([CH2:13][CH2:12][CH2:11][CH2:10]3)[CH2:8][C:7]=2[C:6]([C:16]2[C:17]([CH3:23])([CH3:22])[C:18](=[O:21])[NH:19][N:20]=2)=[CH:5][CH:4]=1.CC1C=CC(S(O[CH:35]2[CH2:40][CH2:39][N:38](C(OC(C)(C)C)=O)[CH2:37][CH2:36]2)(=O)=O)=CC=1>>[CH3:1][O:2][C:3]1[C:15]2[O:14][C:9]3([CH2:10][CH2:11][CH2:12][CH2:13]3)[CH2:8][C:7]=2[C:6]([C:16]2[C:17]([CH3:23])([CH3:22])[C:18](=[O:21])[N:19]([CH:35]3[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]3)[N:20]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 157347131-(tert-Butoxycarbonyl)-4-(p-toluenesulfonyloxy)piperidine2×HCID 666164835-(7-methoxy-3H-spiro[1-benzofuran-2,1'-cyclopentan]-4-yl)-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one2×

Product 1

HCID 666164335-(7-methoxy-3H-spiro[1-benzofuran-2,1'-cyclopentan]-4-yl)-4,4-dimethyl-2-piperidin-4-yl-2,4-dihydro-3H-pyrazol-3-one

Procedure

Prepared analogously as described for the example B1 (Alternative 1) using 5-(7-methoxy-3H-spiro[1-benzofuran-2,1′-cyclopentan]-4-yl)-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one (compound C6) and tert-butyl 4-(Toluene-4-sulfonyloxy)-piperidine-1-carboxylate (compound E1) as starting compounds resulting in the hydrochloride salt of the title compound. (compound B6*HCl)

Workup

  1. customPrepared analogously

Sources & evidence

ORD record
ord-f0520e50767b46c89af5130d8144294e
Source dataset
uspto-grants-2016_05
Patent number
US09340522B2

Reaction notes

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