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

HRID 383295Notes

Reaction equation

HRID 383295 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]([F:25])[N:3]=1.[O:26]1[CH:30]=[CH:29][C:28](B(O)O)=[CH:27]1>>[F:25][C:4]1[CH:5]=[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:7]=[C:2]([C:28]2[CH:29]=[CH:30][O:26][CH:27]=2)[N:3]=1

Participants

3

Reactant 2

HCID 2734358Furan-3-boronic acidHCID 86644342(1SR,3RS)-3-[3-(2-Chloro-6-fluoro-pyridin-4-yl)-imidazo[1,2-a]pyridin-6-ylamino)-cyclohexanol2×

Product 1

HCID 68483073(1SR,3RS)-3-[3-(2-Fluoro-6-furan-3-yl-pyridin-4-yl)-imidazo[1,2-a]pyridin-6-ylamino]-cyclohexanol

Procedure

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

Sources & evidence

ORD record
ord-d6150a2a56bc4d9ea3c62fffb7d45285
Source dataset
uspto-grants-2013_02
Patent number
US08367662B2

Reaction notes

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