1,4-Dioxane → HCID 91754452, compound

HRID 522638Notes

Reaction equation

Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][C:12](N3CCC[C@@H](O)C3)=[CH:11][CH:10]=2)[N:3]=1.[CH2:22]([C:29]1[CH:30]=[N:31][C:32]([N:35]2[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]2)=[N:33][CH:34]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[CH:41]([N:44]([CH:47](C)C)[CH2:45]C)(C)[CH3:42].[O:50]1[CH2:55][CH2:54]OCC1>>[CH2:22]([C:29]1[CH:30]=[N:31][C:32]([N:35]2[CH2:40][CH2:39][N:38]([C:2]3[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]4[CH:10]=[CH:11][C:12]([CH2:45][N:44]5[CH2:41][CH2:42][CH2:54][C@@H:55]([OH:50])[CH2:47]5)=[CH:13][CH:14]=4)[N:3]=3)[CH2:37][CH2:36]2)=[N:33][CH:34]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

Reactant 3

HCID 312751,4-Dioxane

HCID 118023188HCID 118023188, compound

HCID 118023349HCID 118023349, compound

Product 1

HCID 91754452HCID 91754452, compound

Procedure

To a solution of (R)-1-(4-((4-chloro-1,3,5-triazin-2-yl)amino)phenyl)piperidin-3-ol in dioxane was added diisopropylethylamine 5-benzyl-2-(piperazin-1-yl)pyrimidine. The reaction mixture was stirred at room temperature for 2 hours. The solvents were removed, and the residue was washed with methanol (10 mL) to afford (R)-1-(4-((4-(4-(5-benzylpyrimidin-2-yl)piperazin-1-yl)-1,3,5-triazin-2-yl)amino)benzyl)piperidin-3-ol (Compound 165).

Workup

customThe solvents were removed
washthe residue was washed with methanol (10 mL)

Sources & evidence

ORD record: ord-526e5bb79b93416fbab1fa50a09009e3
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09334263B2

Reaction notes

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