Dimethylformamide → 3-[3-[6-Chloro-7-[[7-[3-(2,6-dimethylmorpholin-4-yl)propoxy]-6-methoxyquinazolin-4-yl]amino]-1,3-benzodioxol-4-yl]prop-2-ynyl]-1,1-dimethylurea

HRID 281057Notes

Reaction equation

HRID 281057 reaction equation
[CH3:37][N:38]([C:39](=[O:40])[NH:41][CH2:42][C:43]#[CH:44])[CH3:45].[CH3:51][CH2:52][O:53][C:54](=[O:55])[CH3:56].[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][CH:31]([CH3:36])[O:32][CH:33]([CH3:35])[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:98][I:99].[O:46]=[CH:47][N:48]([CH3:49])[CH3:50].[Pd:57]([Cl:58])[Cl:59].[c:60]1([P:61]([c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)[c:68]2[cH:69][cH:70][cH:71][cH:72][cH:73]2)[cH:74][cH:75][cH:76][cH:77][cH:78]1.[c:79]1([P:80]([c:81]2[cH:82][cH:83][cH:84][cH:85][cH:86]2)[c:87]2[cH:88][cH:89][cH:90][cH:91][cH:92]2)[cH:93][cH:94][cH:95][cH:96][cH:97]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][CH:31]([CH3:36])[O:32][CH:33]([CH3:35])[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

8

Reactant 7

HCID 6228DimethylformamideHCID 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 68881236N-(5-chloro-7-iodo-1,3-benzodioxol-4-yl)-7-[3-(2,6-dimethylmorpholin-4-yl)propoxy]-6-methoxyquinazolin-4-amine

Product 1

HCID 688808803-[3-[6-Chloro-7-[[7-[3-(2,6-dimethylmorpholin-4-yl)propoxy]-6-methoxyquinazolin-4-yl]amino]-1,3-benzodioxol-4-yl]prop-2-ynyl]-1,1-dimethylurea

Sources & evidence

ORD record
ord-bd2b1096331b416786add07e3a20e90e
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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