Dimethylformamide → 4-{3-[(4-{[5-Chloro-7-(4-methoxypent-1-yn-1-yl)-1,3-benzodioxol-4-yl]amino}-6-methoxyquinazolin-7-yl)oxy]propyl}-1-methylpiperazin-2-one

HRID 117018Notes

Reaction equation

HRID 117018 reaction equation
[CH3:37][O:38][CH:39]([CH2:40][C:41]#[CH:42])[CH3:43].[CH3:56][CH2:57][O:58][C:59](=[O:60])[CH3:61].[CH:44]([NH:45][CH:46]([CH3:47])[CH3:48])([CH3:49])[CH3:50].[Cl:1][c:2]1[c:3]([NH:12][c:13]2[n:14][cH:15][n:16][c:17]3[cH:18][c:19]([O:25][CH2:26][CH2:27][CH2:28][N:29]4[CH2:30][C:31](=[O:36])[N:32]([CH3:35])[CH2:33][CH2:34]4)[c:20]([O:23][CH3:24])[cH:21][c:22]23)[c:4]2[c:5]([c:9]([I:11])[cH:10]1)[O:6][CH2:7][O:8]2.[Cu:103][I:104].[O:51]=[CH:52][N:53]([CH3:54])[CH3:55].[Pd:62]([Cl:63])[Cl:64].[c:65]1([P:66]([c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[cH:79][cH:80][cH:81][cH:82][cH:83]1.[c:84]1([P:85]([c:86]2[cH:87][cH:88][cH:89][cH:90][cH:91]2)[c:92]2[cH:93][cH:94][cH:95][cH:96][cH:97]2)[cH:98][cH:99][cH:100][cH:101][cH:102]1>>[Cl:1][c:2]1[c:3]([NH:12][c:13]2[n:14][cH:15][n:16][c:17]3[cH:18][c:19]([O:25][CH2:26][CH2:27][CH2:28][N:29]4[CH2:30][C:31](=[O:36])[N:32]([CH3:35])[CH2:33][CH2:34]4)[c:20]([O:23][CH3:24])[cH:21][c:22]23)[c:4]2[c:5]([c:9]([C:42]#[C:41][CH2:40][CH:39]([O:38][CH3:37])[CH3:43])[cH:10]1)[O:6][CH2:7][O:8]2

Participants

9

Reactant 8

HCID 6228DimethylformamideHCID 7912DiisopropylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 688822194-[3-({4-[(5-Chloro-7-iodo-1,3-benzodioxol-4-yl)amino]-6-methoxyquinazolin-7-yl}oxy)propyl]-1-methylpiperazin-2-oneHCID 866015644-Methoxypent-1-yne

Product 1

HCID 688829434-{3-[(4-{[5-Chloro-7-(4-methoxypent-1-yn-1-yl)-1,3-benzodioxol-4-yl]amino}-6-methoxyquinazolin-7-yl)oxy]propyl}-1-methylpiperazin-2-one

Sources & evidence

ORD record
ord-8587440d24d84e848b64ceac1b1f8f58
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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