N-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide → HCID 46701051, compound

HRID 2090385Notes

Reaction equation

HRID 2090385 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH:17]([CH2:18][OH:19])[CH2:16][C:15]3[C:10](=[CH:11][C:12](Br)=[CH:13][CH:14]=3)[CH2:9]2)[CH:5]=[C:4]([N:21]2[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]2)[N:3]=1.[CH3:28][NH:29][C:30]([C:32]1[CH:37]=[CH:36][C:35](B2OC(C)(C)C(C)(C)O2)=[CH:34][N:33]=1)=[O:31]>>[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH:17]([CH2:18][OH:19])[CH2:16][C:15]3[C:10](=[CH:11][C:12]([C:35]4[CH:36]=[CH:37][C:32]([C:30]([NH:29][CH3:28])=[O:31])=[N:33][CH:34]=4)=[CH:13][CH:14]=3)[CH2:9]2)[CH:5]=[C:4]([N:21]2[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]2)[N:3]=1

Participants

3

Reactant 2

HCID 44119560N-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamideHCID 59402345HCID 59402345, compound

Product 1

HCID 46701051HCID 46701051, compound

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 49A starting from {2-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-7-bromo-1,2,3,4-tetrahydroisoquinolin-3-yl}methanol and N-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxamide (Frontier, Cat. No. M10074). LCMS (M+H)+: m/z=489.2.

Workup

  1. customThis compound was prepared
  2. customthose described for the synthesis of Example 49A

Sources & evidence

ORD record
ord-ce7c1199e84b4086891a1fc9a50d644a
Source dataset
uspto-grants-2013_05
Patent number
US08436008B2

Reaction notes

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