Hexane ethanol diethylamine → HCID 117770083, compound

HRID 1526367Notes

Reaction equation

HRID 1526367 reaction equation
[NH2:1][C:2]1[C:6]2[C:7](=[O:28])[N:8]([CH:23]([CH:25]([CH3:27])[CH3:26])[CH3:24])[CH:9]=[C:10]([C:11]3[CH:16]=[CH:15][C:14]([N:17]4[CH2:22][CH2:21][O:20][CH2:19][CH2:18]4)=[CH:13][N:12]=3)[C:5]=2[NH:4][N:3]=1.CCCCCC.C(O)C.C(NCC)C>>[NH2:1][C:2]1[C:6]2[C:7](=[O:28])[N:8]([C@@H:23]([CH:25]([CH3:27])[CH3:26])[CH3:24])[CH:9]=[C:10]([C:11]3[CH:16]=[CH:15][C:14]([N:17]4[CH2:18][CH2:19][O:20][CH2:21][CH2:22]4)=[CH:13][N:12]=3)[C:5]=2[NH:4][N:3]=1

Participants

3

Reactant 2

HCID 21881120Hexane ethanol diethylamineHCID 117770482HCID 117770482, compound

Product 1

HCID 117770083HCID 117770083, compoundYield 47.8%

Procedure

Racemic 3-amino-5-(3-methylbutan-2-yl)-7-(5-(morpholin-4-yl)pyridin-2-yl)-1,5-dihydro-4H-pyrazolo[4,3-c]pyridin-4-one obtained in Example 116 (90 mg) was resolved by HPLC (column: CHIRALCEL OJ, 50 mmID×500 mmL, manufactured by Daicel Chemical Industries, mobile phase: hexane/ethanol/diethylamine=700/300/1(v/v/v)) to give the title compound (43 mg) having a shorter retention time.

Sources & evidence

ORD record
ord-0c64ad42142a4d498f2512e9013599f8
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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