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

HRID 383291Notes

Reaction equation

HRID 383291 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]=[C:4]([O:25][CH3:26])[N:3]=1.[O:27]1[CH:31]=[CH:30][C:29](B(O)O)=[CH:28]1>>[O:27]1[CH:31]=[CH:30][C:29]([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]=[C:4]([O:25][CH3:26])[N:3]=2)=[CH:28]1

Participants

3

Reactant 2

HCID 2734358Furan-3-boronic acidHCID 86644339(1SR,3SR)-3-[3-(2-Chloro-6-methoxy-pyridin-4-yl)-imidazo[1,2-a]pyridin-6-ylamino)-cyclohexanol2×

Product 1

HCID 68483280(1SR,3SR)-3-[3-(2-Furan-3-yl-6-methoxy-pyridin-4-yl)-imidazo[1,2-a]pyridin-6-ylamino)-cyclohexanol

Procedure

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

Sources & evidence

ORD record
ord-7dcb72c70a8f49d2b0a3616407b7b16f
Source dataset
uspto-grants-2013_02
Patent number
US08367662B2

Reaction notes

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