2-Amino-6-bromopyridine → HCID 86656718, compound

HRID 451526Notes

Reaction equation

HRID 451526 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]2)[CH:5]=[CH:4][N:3]=1.[C:15]([C:19]1[CH:20]=[C:21]([C:25]2[C:26]3[N:27]([N:31]=[C:32]([NH2:34])[N:33]=3)[CH:28]=[CH:29][CH:30]=2)[CH:22]=[CH:23][CH:24]=1)([CH3:18])([CH3:17])[CH3:16].NC1C=CC=C(Br)N=1.C(C1C=C(B(O)O)C=CC=1)(C)(C)C>>[C:15]([C:19]1[CH:20]=[C:21]([C:25]2[C:26]3[N:27]([N:31]=[C:32]([NH:34][CH:11]4[CH2:12][CH2:13][N:8]([C:6]5[CH:5]=[CH:4][N:3]=[C:2]([Cl:1])[CH:7]=5)[CH2:9][CH2:10]4)[N:33]=3)[CH:28]=[CH:29][CH:30]=2)[CH:22]=[CH:23][CH:24]=1)([CH3:18])([CH3:16])[CH3:17]

Participants

5

Reactant 4

HCID 3008092-Amino-6-bromopyridineHCID 21582509(3-tert-Butylphenyl)boronic acidHCID 673449918-(3-Tert-butylphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-amineHCID 866567191-(2-Chloropyridin-4-yl)piperidin-4-one

Product 1

HCID 86656718HCID 86656718, compound

Procedure

Prepared in analogy to example 1 step h) starting from 1-(2-chloropyridin-4-yl)piperidin-4-one (see example 232b) and 8-(3-tert-butylphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-amine. The latter compound can be prepared in analogy to example 1 steps d-f) starting from 2-amino-6-bromo-pyridine and 3-tert-butylphenylboronic acid (EP2243785A1). The title compound was obtained as a colourless foam. MS ISP (m/e): 461.2 [(M+H)+].

Workup

  1. customPrepared in analogy to example 1 step h)
  2. customThe latter compound can be prepared in analogy to example 1 steps d-f)

Sources & evidence

ORD record
ord-e7ea2fad305b4862907c2491420b252e
Source dataset
uspto-grants-2013_07
Patent number
US08486967B2

Reaction notes

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