Dimethylformamide → 5-Methyl-2-(1-[9-(2-trimethylsilylethoxymethyl)-9H-purin-6-ylamino]ethyl)-3-(3-trimethylsilylethynyiphenyl)-3H-quinazolin-4-one
Reaction equation
[CH3:1][c:2]1[c:3]2[c:4](=[O:46])[n:5](-[c:32]3[cH:33][c:34]([O:38][S:39]([C:40]([F:41])([F:42])[F:43])(=[O:44])=[O:45])[cH:35][cH:36][cH:37]3)[c:6]([CH:12]([CH3:13])[NH:14][c:15]3[c:16]4[n:17][cH:18][n:19]([CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:29])([CH3:30])[CH3:31])[c:20]4[n:21][cH:22][n:23]3)[n:7][c:8]2[cH:9][cH:10][cH:11]1.[CH3:47][CH2:48][N:49]([CH2:50][CH3:51])[CH2:52][CH3:53].[CH3:54][Si:55]([CH3:56])([CH3:57])[C:58]#[CH:59].[O:101]=[CH:102][N:103]([CH3:104])[CH3:105].[Pd:60]([Cl:61])[Cl:62].[c:63]1([P:64]([c:65]2[cH:66][cH:67][cH:68][cH:69][cH:70]2)[c:71]2[cH:72][cH:73][cH:74][cH:75][cH:76]2)[cH:77][cH:78][cH:79][cH:80][cH:81]1.[c:82]1([P:83]([c:84]2[cH:85][cH:86][cH:87][cH:88][cH:89]2)[c:90]2[cH:91][cH:92][cH:93][cH:94][cH:95]2)[cH:96][cH:97][cH:98][cH:99][cH:100]1>>[CH3:1][c:2]1[c:3]2[c:4](=[O:46])[n:5](-[c:32]3[cH:33][c:34]([C:59]#[C:58][Si:55]([CH3:54])([CH3:56])[CH3:57])[cH:35][cH:36][cH:37]3)[c:6]([CH:12]([CH3:13])[NH:14][c:15]3[c:16]4[n:17][cH:18][n:19]([CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:29])([CH3:30])[CH3:31])[c:20]4[n:21][cH:22][n:23]3)[n:7][c:8]2[cH:9][cH:10][cH:11]1Participants
7
Reactant 6
HCID 6228Dimethylformamide
HCID 8471Triethylamine
HCID 11776Triphenylphosphine2×
HCID 24290Palladium Chloride
HCID 66111Trimethylsilylacetylene
HCID 86624483Trifluoromethane sulfonic acid 3-(5-methyl-4-oxo-2-(1-[9-(2-trimethylsilanyl-ethoxymethyl)-9H-purin-6-ylamino]-ethyl)-4H-quinazolin-3-yl)-phenyl esterProduct 1
Sources & evidence
- ORD record
- ord-af5c4d208d6c4724aadb18867d81cb1a
- Source dataset
- Test data from https://doi.org/10.1039/C8SC04228D
Reaction notes
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