Diisopropylamine → 1-[3-(6-Chloro-7-{[6-methoxy-7-(3-morpholin-4-ylpropoxy)quinazolin-4-yl]amino}-1,3-benzodioxol-4-yl)prop-2-yn-1-yl]pyrrolidin-2-one

HRID 1124576Notes

Reaction equation

HRID 1124576 reaction equation
[CH2:35]([C:36]#[CH:37])[N:38]1[C:39](=[O:43])[CH2:40][CH2:41][CH2:42]1.[CH3:51][CH2:52][O:53][C:54](=[O:55])[CH3:56].[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][CH2:31][O:32][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:98][I:99].[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][CH2:31][O:32][CH2:33][CH2:34]4)[c:20]([O:23][CH3:24])[cH:21][c:22]23)[c:4]2[c:5]([c:9]([C:37]#[C:36][CH2:35][N:38]3[C:39](=[O:43])[CH2:40][CH2:41][CH2:42]3)[cH:10]1)[O:6][CH2:7][O:8]2

Participants

8

Reactant 7

HCID 7912DiisopropylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 124643131-(Prop-2-yn-1-yl)pyrrolidin-2-oneHCID 68884527N-(5-chloro-7-iodo-1,3-benzodioxol-4-yl)-6-methoxy-7-(3-morpholin-4-ylpropoxy)quinazolin-4-amine

Product 1

HCID 688828751-[3-(6-Chloro-7-{[6-methoxy-7-(3-morpholin-4-ylpropoxy)quinazolin-4-yl]amino}-1,3-benzodioxol-4-yl)prop-2-yn-1-yl]pyrrolidin-2-one

Sources & evidence

ORD record
ord-39a8f9fd15ab4c87ac1fcbf36fa8fb2f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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