(3-(1H-pyrazol-1-yl)phenyl)boronic acid → (1RS,3RS)-3-[3-(3-Pyrazol-1-yl-phenyl)-imidazo[1,2-a]pyridin-6-ylamino]-cyclohexanol

HRID 383296Notes

Reaction equation

HRID 383296 reaction equation
Br[C:2]1[N:6]2[CH:7]=[C:8]([NH:11][CH:12]3[CH2:17][CH2:16][CH2:15][CH:14]([OH:18])[CH2:13]3)[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1.[N:19]1([C:24]2[CH:25]=[C:26](B(O)O)[CH:27]=[CH:28][CH:29]=2)[CH:23]=[CH:22][CH:21]=[N:20]1>>[N:19]1([C:24]2[CH:25]=[C:26]([C:2]3[N:6]4[CH:7]=[C:8]([NH:11][CH:12]5[CH2:17][CH2:16][CH2:15][CH:14]([OH:18])[CH2:13]5)[CH:9]=[CH:10][C:5]4=[N:4][CH:3]=3)[CH:27]=[CH:28][CH:29]=2)[CH:23]=[CH:22][CH:21]=[N:20]1

Participants

3

Reactant 2

HCID 16640530(3-(1H-pyrazol-1-yl)phenyl)boronic acidHCID 68483082(1RS,3RS)-3-(3-Bromo-imidazo[1,2-a]pyridin-6-ylamino)-cyclohexanol2×

Product 1

HCID 68487287(1RS,3RS)-3-[3-(3-Pyrazol-1-yl-phenyl)-imidazo[1,2-a]pyridin-6-ylamino]-cyclohexanol

Procedure

This compound is prepared from (1RS,3RS)-3-(3-Bromo-imidazo[1,2-a]pyridin-6-ylamino)-cyclohexanol (Intermediate J [step 1]) and 3-(1H-pyrazol-1-yl)-phenylboronic acid analogously to Example 2.1 (step 2)

Sources & evidence

ORD record
ord-ee0a3421f5644f83b284efcab23307a1
Source dataset
uspto-grants-2013_02
Patent number
US08367662B2

Reaction notes

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