Indole-3-acetamide → 2-(1H-Indol-3-yl)-N-(2-{2-[3-(4-methylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophen-6-yl)-acetamide

HRID 834717Notes

Reaction equation

HRID 834717 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([s:7][c:8](-[c:10]3[n:11][c:12]([NH:16][CH2:17][CH2:18][CH2:19][N:20]4[CH2:21][CH2:22][N:23]([CH3:26])[CH2:24][CH2:25]4)[n:13][cH:14][cH:15]3)[cH:9]2)[cH:27]1.[C:41](=[O:42])([O-:43])[O-:44].[CH3:103][C:104]#[N:105].[Cs+:45].[Cs+:46].[NH2:28][C:29](=[O:30])[CH2:31][c:32]1[cH:33][nH:34][c:35]2[cH:36][cH:37][cH:38][cH:39][c:40]12.[O:49]=[C:50]([CH:51]=[CH:52][c:53]1[cH:54][cH:55][cH:56][cH:57][cH:58]1)[CH:59]=[CH:60][c:61]1[cH:62][cH:63][cH:64][cH:65][cH:66]1.[O:67]=[C:68]([CH:69]=[CH:70][c:71]1[cH:72][cH:73][cH:74][cH:75][cH:76]1)[CH:77]=[CH:78][c:79]1[cH:80][cH:81][cH:82][cH:83][cH:84]1.[O:85]=[C:86]([CH:87]=[CH:88][c:89]1[cH:90][cH:91][cH:92][cH:93][cH:94]1)[CH:95]=[CH:96][c:97]1[cH:98][cH:99][cH:100][cH:101][cH:102]1.[Pd:47].[Pd:48]>>[c:2]1([NH:28][C:29](=[O:30])[CH2:31][c:32]2[cH:33][nH:34][c:35]3[cH:36][cH:37][cH:38][cH:39][c:40]23)[cH:3][cH:4][c:5]2[c:6]([s:7][c:8](-[c:10]3[n:11][c:12]([NH:16][CH2:17][CH2:18][CH2:19][N:20]4[CH2:21][CH2:22][N:23]([CH3:26])[CH2:24][CH2:25]4)[n:13][cH:14][cH:15]3)[cH:9]2)[cH:27]1

Participants

8

Reactant 7

HCID 397Indole-3-acetamideHCID 6342AcetonitrileHCID 19660Carbonate IonHCID 23938Palladium2×HCID 95417Dibenzylidene acetone3×HCID 104967Cesium cation2×HCID 68856615[4-(6-Bromobenzo[b]thiophen-2-yl)-pyrimidin-2-yl]-[3-(4-methylpiperazin-1-yl)-propyl]-amine

Product 1

HCID 577206122-(1H-Indol-3-yl)-N-(2-{2-[3-(4-methylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophen-6-yl)-acetamide

Sources & evidence

ORD record
ord-bd17742abb274425837dcc5cf76a82d2
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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