tert-Butyl 4-(4-aminophenyl)piperidine-1-carboxylate → HCID 59612413, compound

HRID 1890059Notes

Reaction equation

HRID 1890059 reaction equation
Cl[C:2]1[N:17]=[C:5]2[C:6]([C:10]3[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=3)=[CH:7][CH:8]=[CH:9][N:4]2[N:3]=1.[C:18]([O:22][C:23]([N:25]1[CH2:30][CH2:29][CH:28]([C:31]2[CH:36]=[CH:35][C:34]([NH2:37])=[CH:33][CH:32]=2)[CH2:27][CH2:26]1)=[O:24])([CH3:21])([CH3:20])[CH3:19]>>[C:18]([O:22][C:23]([N:25]1[CH2:30][CH2:29][CH:28]([C:31]2[CH:36]=[CH:35][C:34]([NH:37][C:2]3[N:17]=[C:5]4[C:6]([C:10]5[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=5)=[CH:7][CH:8]=[CH:9][N:4]4[N:3]=3)=[CH:33][CH:32]=2)[CH2:27][CH2:26]1)=[O:24])([CH3:21])([CH3:19])[CH3:20]

Participants

3

Reactant 2

HCID 21940085tert-Butyl 4-(4-aminophenyl)piperidine-1-carboxylateHCID 67481439HCID 67481439, compound

Product 1

HCID 59612413HCID 59612413, compound

Procedure

4-{4-[8-(4-Fluoro-phenyl)-[1,2,4]-triazolo[1,5-a]pyridin-2-ylamino]-phenyl}-piperidine-1-carboxylic acid tert-butyl ester was prepared from 2-chloro-8-(4-fluoro-phenyl)-[1,2,4]-triazolo[1,5-a]pyridine (0.190 g, 0.767 mmol) and 4-(4-amino-phenyl)-piperidine-1-carboxylic acid tert-butyl ester (0.254 g, 0.921 mmol) in a manner analogous to Example 311a and 311b to give product. MP=88-91° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 9.65 (s, 1H), 8.79 (d, 1H), 8.22 (m, 2H), 7.82 (d, 1H), 7.60 (d, 2H), 7.35 (m, 2H), 7.15 (d, 2H), 7.10 (m, 1H), 4.05 (m, 2H), 2.80 (m, 2H), 2.60 (m, 1H), 1.75 (m, 2H), 1.45 (m, 2H), 1.41 (s, 9H): MS=488 (MH)+.

Workup

  1. customto give product

Sources & evidence

ORD record
ord-e98343d56ca347f6a5c6973136ba2ef3
Source dataset
uspto-grants-2013_08
Patent number
US08501936B2

Reaction notes

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