1H-Pyrazol-3-amine, 5-methyl- → 4-Piperidinemethanol, α,α-dimethyl-1-[[2-[(5-methyl-1H-pyrazol-3-yl)amino]-4-(4-morpholinyl)pyrido[3,2-d]pyrimidin-6-yl]methyl]-

HRID 2091839Notes

Reaction equation

HRID 2091839 reaction equation
[CH3:1][C:2]1[NH:6][N:5]=[C:4]([NH2:7])[CH:3]=1.Cl[C:9]1[N:10]=[C:11]([N:30]2[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)[C:12]2[N:18]=[C:17]([CH2:19][N:20]3[CH2:25][CH2:24][CH:23]([C:26]([OH:29])([CH3:28])[CH3:27])[CH2:22][CH2:21]3)[CH:16]=[CH:15][C:13]=2[N:14]=1>>[CH3:1][C:2]1[NH:6][N:5]=[C:4]([NH:7][C:9]2[N:10]=[C:11]([N:30]3[CH2:35][CH2:34][O:33][CH2:32][CH2:31]3)[C:12]3[N:18]=[C:17]([CH2:19][N:20]4[CH2:25][CH2:24][CH:23]([C:26]([OH:29])([CH3:28])[CH3:27])[CH2:22][CH2:21]4)[CH:16]=[CH:15][C:13]=3[N:14]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 931461H-Pyrazol-3-amine, 5-methyl-HCID 584049702-(1-((2-Chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidin-4-yl)propan-2-ol

Product 1

HCID 533780524-Piperidinemethanol, α,α-dimethyl-1-[[2-[(5-methyl-1H-pyrazol-3-yl)amino]-4-(4-morpholinyl)pyrido[3,2-d]pyrimidin-6-yl]methyl]-

Procedure

Following General Procedure C, 5-methyl-1H-pyrazol-3-amine and 2-(1-((2-chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidin-4-yl)propan-2-ol from Example 8 were reacted to give 106. LCMS (MH+)=467.3. 1H-NMR (DMSO-d6): δ 11.8 (s, 1H), 8.91 (s, 1H), 7.78 (s, 1H), 7.62 (d, 1H), 6.48 (s, 1H), 4.39 (s, 4H), 3.99 (s, 1H), 3.76 (m, 4H), 3.59 (s, 2H), 2.90, (m, 2H), 2.19 (s, 3H), 1.93 (m, 2H), 1.63 (m, 2H), 1.24 (m, 2H), 1.16 (m, 1H), 1.03 (s, 6H)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-0f5ecdeaa3774d668508260ebf51071e
Source dataset
uspto-grants-2013_05
Patent number
US08440651B2

Reaction notes

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