(6-Aminopyridin-3-yl)boronic acid → HCID 53378375, compound

HRID 2091863Notes

Reaction equation

HRID 2091863 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[C:5]2[N:11]=[C:10]([CH2:12][N:13]3[CH2:18][CH2:17][CH:16]([C:19]([OH:22])([CH3:21])[CH3:20])[CH2:15][CH2:14]3)[CH:9]=[CH:8][C:6]=2[N:7]=1.[NH2:29][C:30]1[CH:35]=[CH:34][C:33](B(O)O)=[CH:32][N:31]=1>>[NH2:29][C:30]1[N:31]=[CH:32][C:33]([C:2]2[N:3]=[C:4]([N:23]3[CH2:28][CH2:27][O:26][CH2:25][CH2:24]3)[C:5]3[N:11]=[C:10]([CH2:12][N:13]4[CH2:18][CH2:17][CH:16]([C:19]([OH:22])([CH3:21])[CH3:20])[CH2:15][CH2:14]4)[CH:9]=[CH:8][C:6]=3[N:7]=2)=[CH:34][CH:35]=1

Participants

3

Reactant 2

HCID 22396308(6-Aminopyridin-3-yl)boronic acidHCID 584049702-(1-((2-Chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidin-4-yl)propan-2-ol

Product 1

HCID 53378375HCID 53378375, compound

Procedure

2-(1-((2-Chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidin-4-yl)propan-2-ol from Example 8 (0.1 g) was reacted with 2-aminopyridine-5-boronic acid, pinacol ester via General Procedure A to yield 40.3 mg 122 following reverse phase HPLC purification. MS (Q1) 464.3 (M)+

Workup

  1. customto yield
  2. custom40.3 mg 122 following reverse phase HPLC purification

Sources & evidence

ORD record
ord-be5ac49c463d4861918287647d1e5178
Source dataset
uspto-grants-2013_05
Patent number
US08440651B2

Reaction notes

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