Tetrahydrofuran → 3-[[4-Amino-3-(3-hydroxybut-1-ynyl)pyrazolo[3,4-d]pyrimidin-1-yl]methyl]-8-methyl-2-(2-methylphenyl)isoquinolin-1-one

HRID 1229203Notes

Reaction equation

HRID 1229203 reaction equation
[CH2:37]1[O:38][CH2:39][CH2:40][CH2:41]1.[CH3:32][CH:33]([C:34]#[CH:35])[OH:36].[Cu:83][I:84].[NH2:1][c:2]1[c:3]2[c:4]([n:5][cH:6][n:7]1)[n:8]([CH2:12][c:13]1[n:14](-[c:25]3[c:26]([CH3:31])[cH:27][cH:28][cH:29][cH:30]3)[c:15](=[O:24])[c:16]3[c:17]([CH3:23])[cH:18][cH:19][cH:20][c:21]3[cH:22]1)[n:9][c:10]2[I:11].[Pd:42]([Cl:43])[Cl:44].[c:45]1([P:46]([c:47]2[cH:48][cH:49][cH:50][cH:51][cH:52]2)[c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)[cH:59][cH:60][cH:61][cH:62][cH:63]1.[c:64]1([P:65]([c:66]2[cH:67][cH:68][cH:69][cH:70][cH:71]2)[c:72]2[cH:73][cH:74][cH:75][cH:76][cH:77]2)[cH:78][cH:79][cH:80][cH:81][cH:82]1>>[NH2:1][c:2]1[c:3]2[c:4]([n:5][cH:6][n:7]1)[n:8]([CH2:12][c:13]1[n:14](-[c:25]3[c:26]([CH3:31])[cH:27][cH:28][cH:29][cH:30]3)[c:15](=[O:24])[c:16]3[c:17]([CH3:23])[cH:18][cH:19][cH:20][c:21]3[cH:22]1)[n:9][c:10]2[C:35]#[C:34][CH:33]([CH3:32])[OH:36]

Participants

7

Reactant 6

HCID 8028TetrahydrofuranHCID 11776Triphenylphosphine2×HCID 162393-Butyn-2-olHCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 580086523-((4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-8-methyl-2-o-tolylisoquinolin-1(2H)-one

Product 1

HCID 668569653-[[4-Amino-3-(3-hydroxybut-1-ynyl)pyrazolo[3,4-d]pyrimidin-1-yl]methyl]-8-methyl-2-(2-methylphenyl)isoquinolin-1-one

Sources & evidence

ORD record
ord-64739e658f2344e29e4e6e8145b53daa
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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