(R)-(-)-1-Aminoindan → HCID 178440432, compound

HRID 383727

Reaction equation

[CH:1]([C:4]1[C:8]([C:9]2[CH:14]=[CH:13][N:12]=[C:11](S(C)(=O)=O)[N:10]=2)=[CH:7][NH:6][N:5]=1)([CH3:3])[CH3:2].[C@H:19]1([NH2:28])[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:21][CH2:20]1>CS(C)=O.ClCCl>[C@H:19]1([NH:28][C:11]2[N:10]=[C:9]([C:8]3[C:4]([CH:1]([CH3:3])[CH3:2])=[N:5][NH:6][CH:7]=3)[CH:14]=[CH:13][N:12]=2)[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:21][CH2:20]1

Participants

Conditions

Temperature: 150 °C

Procedure

To a solution of 4-(3-isopropyl-1H-pyrazol-4-yl)-2-methanesulfonyl-pyrimidine (40 mg, 0.15 mmol) in anhydrous DMSO (0.25 mL) is added (R)-indan-1-ylamine (58 uL, 0.45 mmol). The reaction mixture is stirred at 150° C. overnight, diluted with dichloromethane, and washed with water. The organic layer is dried over sodium sulfate and concentrated in vacuo. The crude product is purified by preparative HPLC to provide 20 mg of (R)-indan-1-yl-[4-(3-isopropyl-1H-pyrazol-4-yl)-pyrimidin-2-yl]-amine. (Example 83).

Workup

washwashed with water
dry with materialThe organic layer is dried over sodium sulfate
concentrationconcentrated in vacuo
customThe crude product is purified by preparative HPLC

Sources & evidence

ORD record: ord-015d6843ca684552b18b5f4c3c2d0eea
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08367687B2

Linked notes

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