2-Methyl-5-pyridinetrifluoromethanesulfonate → tert-Butyl {4-[2-methoxy-5-(6-methyl-pyridin-3-yl)-benzylamino]-cyclohexyl}-methyl-carbamate

HRID 2389597Notes

Reaction equation

HRID 2389597 reaction equation
[C:1]([N:8]([CH3:28])[CH:9]1[CH2:14][CH2:13][CH:12]([NH:15][CH2:16][C:17]2[CH:18]=[C:19](B(O)O)[CH:20]=[CH:21][C:22]=2[O:23][CH3:24])[CH2:11][CH2:10]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].FC(F)(F)S(O[C:35]1[CH:36]=[N:37][C:38]([CH3:41])=[CH:39][CH:40]=1)(=O)=O>>[CH3:24][O:23][C:22]1[CH:21]=[CH:20][C:19]([C:35]2[CH:36]=[N:37][C:38]([CH3:41])=[CH:39][CH:40]=2)=[CH:18][C:17]=1[CH2:16][NH:15][CH:12]1[CH2:13][CH2:14][CH:9]([N:8]([CH3:28])[C:1](=[O:2])[O:3][C:4]([CH3:7])([CH3:6])[CH3:5])[CH2:10][CH2:11]1

Participants

3

Reactant 2

HCID 145472812-Methyl-5-pyridinetrifluoromethanesulfonateHCID 252081913-{[4-(BOC-methyl-amino)-cyclohexylamino]-methyl}-4-methoxy-benzene boronic acid

Product 1

HCID 59683457tert-Butyl {4-[2-methoxy-5-(6-methyl-pyridin-3-yl)-benzylamino]-cyclohexyl}-methyl-carbamate

Procedure

Boronic acid 4 (1.6 g, 4.08 mmol) is coupled to pyridyl triflate 67 (982 mg, 4.08 mmol) using Method A to give the title compound.

Sources & evidence

ORD record
ord-598e03a23e0a4143b7a0413e5f2056ce
Source dataset
uspto-grants-2012_09
Patent number
US08273747B2

Reaction notes

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