Bromide ion → Ethyl 2-(1-(tert-butoxycarbonyl)indolin-6-yl)thiazole-4-carboxylate

HRID 1203318Notes

Reaction equation

HRID 1203318 reaction equation
[Br-:43].[Br:26][c:27]1[s:28][cH:29][c:30]([C:32](=[O:33])[O:34][CH2:35][CH3:36])[n:31]1.[CH2:61]1[O:62][CH2:63][CH2:64][O:65][CH2:66]1.[CH3:1][C:2]1([CH3:3])[C:4]([CH3:5])([CH3:6])[O:7][B:8]([c:9]2[cH:10][cH:11][c:12]3[c:16]([cH:17]2)[N:15]([C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH2:14][CH2:13]3)[O:25]1.[CH3:44][CH2:45][CH2:46][CH2:47][N+:48]([CH2:49][CH2:50][CH2:51][CH3:52])([CH2:53][CH2:54][CH2:55][CH3:56])[CH2:57][CH2:58][CH2:59][CH3:60].[K+:37].[K+:38].[O-:39][C:40]([O-:41])=[O:42].[OH2:67].[Pd:68]([Cl:69])[Cl:70].[c:71]1([P:72]([c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[c:79]2[cH:80][cH:81][cH:82][cH:83][cH:84]2)[cH:85][cH:86][cH:87][cH:88][cH:89]1.[c:90]1([P:91]([c:92]2[cH:93][cH:94][cH:95][cH:96][cH:97]2)[c:98]2[cH:99][cH:100][cH:101][cH:102][cH:103]2)[cH:104][cH:105][cH:106][cH:107][cH:108]1>>[c:9]1(-[c:27]2[s:28][cH:29][c:30]([C:32](=[O:33])[O:34][CH2:35][CH3:36])[n:31]2)[cH:10][cH:11][c:12]2[c:16]([cH:17]1)[N:15]([C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH2:14][CH2:13]2

Participants

11

Reactant 10

HCID 259Bromide ionHCID 813Potassium Cation2×HCID 962WaterHCID 11776Triphenylphosphine2×HCID 16028TetrabutylammoniumHCID 19660Carbonate IonHCID 24290Palladium ChlorideHCID 312751,4-DioxaneHCID 353965Ethyl 2-bromo-1,3-thiazole-4-carboxylateHCID 59418722tert-butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indole-1-carboxylate

Product 1

HCID 59418726Ethyl 2-(1-(tert-butoxycarbonyl)indolin-6-yl)thiazole-4-carboxylate

Sources & evidence

ORD record
ord-bf4cc2767cc54d198e2f09667b562b3b
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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