HCID 118131335, compound → HCID 118131460, compound

HRID 634415Notes

Reaction equation

HRID 634415 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:19]([C:21]3[O:22][C:23](=[O:45])[C:24]4[C:29]([C:30]=3[C:31]3[S:32][C:33]([CH:36]5[O:40][C:39]([CH3:42])([CH3:41])[C:38]([CH3:44])([CH3:43])[O:37]5)=[CH:34][CH:35]=3)=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH3:20])[N:9]=[C:10]([C:11]3[CH:16]=[C:15]([OH:17])[CH:14]=[C:13]([F:18])[CH:12]=3)[C:3]=12>CC#N>[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:19]([C:21]3[O:22][C:23](=[O:45])[C:24]4[C:29]([C:30]=3[C:31]3[S:32][C:33]([CH:36]5[O:37][C:38]([CH3:44])([CH3:43])[C:39]([CH3:42])([CH3:41])[O:40]5)=[CH:34][CH:35]=3)=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH3:20])[N:9]=[C:10]([C:11]3[CH:16]=[C:15]([OH:17])[CH:14]=[C:13]([F:18])[CH:12]=3)[C:3]=12.[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:19]([C:21]3[O:22][C:23](=[O:45])[C:24]4[C:29]([C:30]=3[C:31]3[S:32][C:33]([CH:36]=[O:37])=[CH:34][CH:35]=3)=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH3:20])[N:9]=[C:10]([C:11]3[CH:16]=[C:15]([OH:17])[CH:14]=[C:13]([F:18])[CH:12]=3)[C:3]=12

Participants

4

Reactant 1

HCID 118131335HCID 118131335, compound

Product 2

HCID 118131335HCID 118131335, compoundHCID 118131460HCID 118131460, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was made in a way similar to that of intermediate F2, from 3-(1-(4-amino-3-(3-fluoro-5-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(5-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)thiophen-2-yl)-1H-isochromen-1-one (Intermediate F3, 254 mg, 0.405 mmol) in MeCN (4 mL)/2M HClaqueous (4 mL) to give the title compound (201 mg, 94%) as yellowish solid.

Sources & evidence

ORD record
ord-89ba5309f1bb4fd9a3aa9d9f7b67f13f
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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