HCID 118131231, compound → HCID 118131232, compound

HRID 634496Notes

Reaction equation

HRID 634496 reaction equation
C(O)=O.[NH2:4][C:5]1[N:10]=[CH:9][N:8]=[C:7]2[N:11]([CH:22]([C:24]3[O:25][C:26](=[O:46])[C:27]4[C:32]([C:33]=3[C:34]3[CH:39]=[CH:38][C:37]([CH2:40][CH2:41][CH2:42][N:43]([CH3:45])[CH3:44])=[CH:36][CH:35]=3)=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH3:23])[N:12]=[C:13]([C:14]3[CH:19]=[C:18]([OH:20])[CH:17]=[C:16]([F:21])[CH:15]=3)[C:6]=12>C(O)C.CO>[NH2:4][C:5]1[N:10]=[CH:9][N:8]=[C:7]2[N:11]([CH:22]([C:24]3[O:25][C:26](=[O:46])[C:27]4[C:32]([C:33]=3[C:34]3[CH:35]=[CH:36][C:37]([CH2:40][CH2:41][CH2:42][N:43]([CH3:44])[CH3:45])=[CH:38][CH:39]=3)=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH3:23])[N:12]=[C:13]([C:14]3[CH:19]=[C:18]([OH:20])[CH:17]=[C:16]([F:21])[CH:15]=3)[C:6]=12

Participants

3

Reactant 1

HCID 118131231HCID 118131231, compound

Product 1

HCID 118131232HCID 118131232, compound

Reagents, catalysts & solvents 1

HCID 18681192Ethanol, mixt. with methanolSolvent2×

Procedure

Racemate 3-(1-(4-amino-3-(3-fluoro-5-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(4-(3-(dimethylamino)propyl)phenyl)-1H-isochromen-1-one formate (example 138, 0.010 g, 0.016 mmol) was dissolved in Ethanol/Methanol 1/1 (3 ml) and submitted to chiral resolution by Chiral preparative chromatography. Conditions: Column: Chiralpak IC (25×2.0 cm), 5μ; Mobile phase: n-Hexane/(2-Propanol/Methanol 1/1+0.1% isopropylamine) 60/40% v/v; Flow rate: 16 ml/min; DAD detection: 220 nm; Loop: 1000 μl; Injection: 3.3 mg (each injection).

Sources & evidence

ORD record
ord-1e60c04abbdd4105a0e11b018b2324ba
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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