(2-Methoxyethyl)(methyl)amine → HCID 11952202, compound

HRID 1766486Notes

Reaction equation

HRID 1766486 reaction equation
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7](Cl)=[N:6][CH:5]=1.[CH3:13][O:14][CH2:15][CH2:16][NH:17][CH3:18].[F:19][C:20]([F:31])([F:30])[C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1.[NH2:32][C@@H:33]1[CH2:38][CH2:37][CH2:36][CH2:35][C@H:34]1[OH:39]>>[OH:39][C@@H:34]1[CH2:35][CH2:36][CH2:37][CH2:38][C@H:33]1[NH:32][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([C:24]2[CH:25]=[CH:26][C:21]([C:20]([F:31])([F:30])[F:19])=[CH:22][CH:23]=2)[C:7]([N:17]([CH2:16][CH2:15][O:14][CH3:13])[CH3:18])=[N:6][CH:5]=1

Participants

5

Reactant 4

HCID 300977(2-Methoxyethyl)(methyl)amineHCID 735777(1R,2R)-2-AminocyclohexanolHCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 11952202HCID 11952202, 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, (2-methoxy-ethyl)-methyl-amine (commercially available), 4-trifluoromethyl-phenylboronic acid (commercially available) and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (m/e): 452 (MH+).

Workup

  1. customdescribed for the preparation of Example 23

Sources & evidence

ORD record
ord-955322ef33924984b5a252e669d1a1ea
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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