(Cyclopent-1-en-1-yl)boronic acid → (1SR,3SR)-3-[3-(2-Cyclopent-1-enyl-pyridin-4-yl)-imidazo[1,2-a]pyridin-6-ylamino)-cyclohexanol

HRID 383292Notes

Reaction equation

HRID 383292 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[N:12]3[CH:13]=[C:14]([NH:17][CH:18]4[CH2:23][CH2:22][CH2:21][CH:20]([OH:24])[CH2:19]4)[CH:15]=[CH:16][C:11]3=[N:10][CH:9]=2)[CH:5]=[CH:4][N:3]=1.[C:25]1(B(O)O)[CH2:29][CH2:28][CH2:27][CH:26]=1>>[C:25]1([C:2]2[CH:7]=[C:6]([C:8]3[N:12]4[CH:13]=[C:14]([NH:17][CH:18]5[CH2:23][CH2:22][CH2:21][CH:20]([OH:24])[CH2:19]5)[CH:15]=[CH:16][C:11]4=[N:10][CH:9]=3)[CH:5]=[CH:4][N:3]=2)[CH2:29][CH2:28][CH2:27][CH:26]=1

Participants

3

Reactant 2

HCID 3861343(Cyclopent-1-en-1-yl)boronic acidHCID 86644340(1SR,3RS)-3-[3-(2-Chloro-pyridin-4-yl)-imidazo[1,2-a]pyridin-6-ylamino)-cyclohexanol2×

Product 1

HCID 68483389(1SR,3SR)-3-[3-(2-Cyclopent-1-enyl-pyridin-4-yl)-imidazo[1,2-a]pyridin-6-ylamino)-cyclohexanol

Procedure

The title compound is prepared from (1SR,3SR)-3-[3-(2-Chloro-pyridin-4-yl)-imidazo[1,2-a]pyridin-6-ylamino)-cyclohexanol (Intermediate Q) and Cyclopent-1-enyl boronic acid using a procedure analogous to that described in Example 2.3.

Sources & evidence

ORD record
ord-cb5f88dd82064bbaaafde2070cbcf45d
Source dataset
uspto-grants-2013_02
Patent number
US08367662B2

Reaction notes

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