3-methoxy-1H-indazole → 2-(1-((2-(3-methoxy-1H-indazol-1-yl)-9-methyl-6-morpholino-9H-purin-8-yl)methyl)piperidin-4-yl)propan-2-ol

HRID 1945810Notes

Reaction equation

HRID 1945810 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[C:7]([CH2:12][N:13]3[CH2:18][CH2:17][CH:16]([C:19]([OH:22])([CH3:21])[CH3:20])[CH2:15][CH2:14]3)[N:8]2[CH3:11])=[C:4]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[N:3]=1.[CH3:29][O:30][C:31]1[C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[NH:33][N:32]=1>>[CH3:29][O:30][C:31]1[C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[N:33]([C:2]2[N:10]=[C:9]3[C:5]([N:6]=[C:7]([CH2:12][N:13]4[CH2:14][CH2:15][CH:16]([C:19]([OH:22])([CH3:20])[CH3:21])[CH2:17][CH2:18]4)[N:8]3[CH3:11])=[C:4]([N:23]3[CH2:24][CH2:25][O:26][CH2:27][CH2:28]3)[N:3]=2)[N:32]=1

Participants

3

Reactant 2

HCID 5195813-methoxy-1H-indazoleHCID 596034262-(1-((2-chloro-9-methyl-6-morpholino-9H-purin-8-yl)methyl)piperidin-4-yl)propan-2-ol

Product 1

HCID 596061162-(1-((2-(3-methoxy-1H-indazol-1-yl)-9-methyl-6-morpholino-9H-purin-8-yl)methyl)piperidin-4-yl)propan-2-ol

Procedure

2-(1-((2-Chloro-9-methyl-6-morpholino-9H-purin-8-yl)methyl)piperidin-4-yl)propan-2-ol (0.2 g) was reacted with 3-methoxy-1H-indazole via General Procedure I for Buchwald coupling to give 119.5 mg 235 following reverse phase purification. MS (Q1) 521.3 (M)+

Workup

  1. customto give
  2. custom119.5 mg 235 following reverse phase purification

Sources & evidence

ORD record
ord-8ad674dbd32f4ca69d4b38ffe48908f3
Source dataset
uspto-grants-2013_03
Patent number
US08394796B2

Reaction notes

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