Diisopropylamine → (3-{4-[3-Chloro-4-(3-fluoro-benzyloxy)-phenylamino]-quinazolin-6-yl}-prop-2-ynyl)-carbamic acid tert-butyl ester

HRID 1150877Notes

Reaction equation

HRID 1150877 reaction equation
[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6]([NH:7][CH2:8][C:9]#[CH:10])=[O:11].[CH2:47]1[O:48][CH2:49][CH2:50][CH2:51]1.[CH:12]([NH:13][CH:14]([CH3:15])[CH3:16])([CH3:17])[CH3:18].[Cl:19][c:20]1[cH:21][c:22]([NH:35][c:36]2[n:37][cH:38][n:39][c:40]3[cH:41][cH:42][c:43]([I:46])[cH:44][c:45]23)[cH:23][cH:24][c:25]1[O:26][CH2:27][c:28]1[cH:29][c:30]([F:34])[cH:31][cH:32][cH:33]1.[Cu:93][I:94].[Pd:52]([Cl:53])[Cl:54].[c:55]1([P:56]([c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[c:63]2[cH:64][cH:65][cH:66][cH:67][cH:68]2)[cH:69][cH:70][cH:71][cH:72][cH:73]1.[c:74]1([P:75]([c:76]2[cH:77][cH:78][cH:79][cH:80][cH:81]2)[c:82]2[cH:83][cH:84][cH:85][cH:86][cH:87]2)[cH:88][cH:89][cH:90][cH:91][cH:92]1>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6]([NH:7][CH2:8][C:9]#[C:10][c:43]1[cH:42][cH:41][c:40]2[n:39][cH:38][n:37][c:36]([NH:35][c:22]3[cH:21][c:20]([Cl:19])[c:25]([O:26][CH2:27][c:28]4[cH:29][c:30]([F:34])[cH:31][cH:32][cH:33]4)[cH:24][cH:23]3)[c:45]2[cH:44]1)=[O:11]

Participants

8

Reactant 7

HCID 7912DiisopropylamineHCID 8028TetrahydrofuranHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 101745194-Quinazolinamine, N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-iodo-HCID 11073648tert-butyl N-(prop-2-yn-1-yl)carbamate

Product 1

HCID 66623753(3-{4-[3-Chloro-4-(3-fluoro-benzyloxy)-phenylamino]-quinazolin-6-yl}-prop-2-ynyl)-carbamic acid tert-butyl ester

Sources & evidence

ORD record
ord-1a10792af74b41c3b6e9fe9d2f89666f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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