2-Methylindole → HCID 53378675, compound

HRID 2091880Notes

Reaction equation

HRID 2091880 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.[CH3:29][C:30]1[NH:31][C:32]2[C:37]([CH:38]=1)=[CH:36][CH:35]=[CH:34][CH:33]=2.CC(C)([O-])C.[Na+].C(=O)([O-])[O-].[Cs+].[Cs+]>>[CH3:29][C:30]1[N:31]([C:2]2[N:3]=[C:4]([N:23]3[CH2:24][CH2:25][O:26][CH2:27][CH2:28]3)[C:5]3[N:11]=[C:10]([CH2:12][N:13]4[CH2:18][CH2:17][CH:16]([C:19]([OH:22])([CH3:20])[CH3:21])[CH2:15][CH2:14]4)[CH:9]=[CH:8][C:6]=3[N:7]=2)[C:32]2[C:37]([CH:38]=1)=[CH:36][CH:35]=[CH:34][CH:33]=2

Participants

5

Reactant 4

HCID 72242-MethylindoleHCID 10796Cesium carbonateHCID 23676156Sodium t-butoxideHCID 584049702-(1-((2-Chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidin-4-yl)propan-2-ol

Product 1

HCID 53378675HCID 53378675, 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-methylindole and sodium-tert-butoxide (instead of cesium carbonate) via General Procedure C to afford 19 mg of 135 following reverse phase HPLC purification. MS (Q1) 501.3 (M)+

Workup

  1. customto afford
  2. custom19 mg of 135 following reverse phase HPLC purification

Sources & evidence

ORD record
ord-58de056cc9974ec79c4b59cbd47267dc
Source dataset
uspto-grants-2013_05
Patent number
US08440651B2

Reaction notes

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