Dimethylformamide → N'-{3-[6-Chloro-7-({6-methoxy-7-[3-(4-methyl-3-oxopiperazin-1-yl)propoxy]quinazolin-4-yl}amino)-1,3-benzodioxol-4-yl]prop-2-yn-1-yl}-N,N-dimethylurea

HRID 113481Notes

Reaction equation

HRID 113481 reaction equation
[CH3:37][N:38]([C:39](=[O:40])[NH:41][CH2:42][C:43]#[CH:44])[CH3:45].[CH3:58][CH2:59][O:60][C:61](=[O:62])[CH3:63].[CH:46]([NH:47][CH:48]([CH3:49])[CH3:50])([CH3:51])[CH3:52].[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:105][I:106].[O:53]=[CH:54][N:55]([CH3:56])[CH3:57].[Pd:64]([Cl:65])[Cl:66].[c:67]1([P:68]([c:69]2[cH:70][cH:71][cH:72][cH:73][cH:74]2)[c:75]2[cH:76][cH:77][cH:78][cH:79][cH:80]2)[cH:81][cH:82][cH:83][cH:84][cH:85]1.[c:86]1([P:87]([c:88]2[cH:89][cH:90][cH:91][cH:92][cH:93]2)[c:94]2[cH:95][cH:96][cH:97][cH:98][cH:99]2)[cH:100][cH:101][cH:102][cH:103][cH:104]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:44]#[C:43][CH2:42][NH:41][C:39]([N:38]([CH3:37])[CH3:45])=[O:40])[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 44190381Urea, N,N-dimethyl-N-2-propynyl- (9CI)HCID 688822194-[3-({4-[(5-Chloro-7-iodo-1,3-benzodioxol-4-yl)amino]-6-methoxyquinazolin-7-yl}oxy)propyl]-1-methylpiperazin-2-one

Product 1

HCID 68881130N'-{3-[6-Chloro-7-({6-methoxy-7-[3-(4-methyl-3-oxopiperazin-1-yl)propoxy]quinazolin-4-yl}amino)-1,3-benzodioxol-4-yl]prop-2-yn-1-yl}-N,N-dimethylurea

Sources & evidence

ORD record
ord-cdc3e9929a5848a5850f015b259e555a
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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