1,3-Dioxolane-4-methanol → HCID 11952203, compound

HRID 1766487Notes

Reaction equation

HRID 1766487 reaction equation
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7](Cl)=[N:6][CH:5]=1.[O:13]1[CH2:17][CH:16]([CH2:18][OH:19])[O:15][CH2:14]1.[Cl:20][C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1.[NH2:30][C@@H:31]1[CH2:36][CH2:35][CH2:34][CH2:33][C@H:32]1[OH:37]>>[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([C:8]2[C:7]([O:19][CH2:18][CH:16]3[CH2:17][O:13][CH2:14][O:15]3)=[N:6][CH:5]=[C:4]([CH:9]=2)[C:3]([NH:30][C@@H:31]2[CH2:36][CH2:35][CH2:34][CH2:33][C@H:32]2[OH:37])=[O:12])=[CH:23][CH:22]=1

Participants

5

Reactant 4

HCID 216181,3-Dioxolane-4-methanolHCID 742994-Chlorophenylboronic acidHCID 735777(1R,2R)-2-AminocyclohexanolHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 11952203HCID 11952203, compound

Procedure

The title compound was synthesized in analogy to the procedure described for the preparation of Example 23, using 5-bromo-6-chloro-nicotinic acid methyl ester, [1,3]dioxolan-4-yl-methanol (commercially available), 4-chlorophenylboronic acid (commercially available) and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (m/e): 433.2 (MH+).

Workup

  1. customdescribed for the preparation of Example 23

Sources & evidence

ORD record
ord-4dc7ed71575443f9b49f6e545c864116
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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