Ethyl Acetate → Methyl 3-(2-(thiazolo[5,4-b]pyridin-2-ylamino)pyridin-3-ylthio)propanoate

HRID 1549232Notes

Reaction equation

HRID 1549232 reaction equation
[Br:1][c:2]1[c:3]([NH:8][c:9]2[s:10][c:11]3[n:12][cH:13][cH:14][cH:15][c:16]3[n:17]2)[n:4][cH:5][cH:6][cH:7]1.[CH2:67]([N:68]([CH:69]([CH3:70])[CH3:71])[CH:72]([CH3:73])[CH3:74])[CH3:75].[CH3:132][CH2:133][O:134][C:135](=[O:136])[CH3:137].[O:114]=[C:115]([CH:116]=[CH:117][c:118]1[cH:119][cH:120][cH:121][cH:122][cH:123]1)[CH:124]=[CH:125][c:126]1[cH:127][cH:128][cH:129][cH:130][cH:131]1.[O:138]1[CH2:139][CH2:140][O:141][CH2:142][CH2:143]1.[O:78]=[C:79]([CH:80]=[CH:81][c:82]1[cH:83][cH:84][cH:85][cH:86][cH:87]1)[CH:88]=[CH:89][c:90]1[cH:91][cH:92][cH:93][cH:94][cH:95]1.[O:96]=[C:97]([CH:98]=[CH:99][c:100]1[cH:101][cH:102][cH:103][cH:104][cH:105]1)[CH:106]=[CH:107][c:108]1[cH:109][cH:110][cH:111][cH:112][cH:113]1.[Pd:76].[Pd:77].[SH:60][CH2:61][CH2:62][C:63](=[O:64])[O:65][CH3:66].[c:18]1([P:19]([c:20]2[cH:21][cH:22][cH:23][cH:24][cH:25]2)[c:26]2[c:27]3[c:51]([cH:52][cH:53][cH:54]2)[C:48]([CH3:49])([CH3:50])[c:30]2[c:29]([c:34]([P:35]([c:36]4[cH:37][cH:38][cH:39][cH:40][cH:41]4)[c:42]4[cH:43][cH:44][cH:45][cH:46][cH:47]4)[cH:33][cH:32][cH:31]2)[O:28]3)[cH:55][cH:56][cH:57][cH:58][cH:59]1>>[c:2]1([S:60][CH2:61][CH2:62][C:63](=[O:64])[O:65][CH3:66])[c:3]([NH:8][c:9]2[s:10][c:11]3[n:12][cH:13][cH:14][cH:15][c:16]3[n:17]2)[n:4][cH:5][cH:6][cH:7]1

Participants

9

Reactant 8

HCID 8857Ethyl AcetateHCID 18050Methyl 3-mercaptopropionateHCID 23938Palladium2×HCID 312751,4-DioxaneHCID 81531DiisopropylethylamineHCID 95417Dibenzylidene acetone3×HCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 86631504N-(3-bromopyridin-2-yl)thiazolo[5,4-b]pyridin-2-amine

Product 1

HCID 86631505Methyl 3-(2-(thiazolo[5,4-b]pyridin-2-ylamino)pyridin-3-ylthio)propanoate

Sources & evidence

ORD record
ord-4aa255d24cec4d3584e943b360a25fee
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

Loading…