Ethanol → Tert-butyl 3-[4-[1-[1-(4-methoxyphenyl)ethyl]pyrrolidin-2-yl]-2-pyridinyl]indole-1-carboxylate

HRID 311545Notes

Reaction equation

HRID 311545 reaction equation
[Br:1][c:2]1[n:3][cH:4][cH:5][c:6]([CH:8]2[N:9]([CH:13]([CH3:14])[c:15]3[cH:16][cH:17][c:18]([O:21][CH3:22])[cH:19][cH:20]3)[CH2:10][CH2:11][CH2:12]2)[cH:7]1.[C:23]([CH3:24])([CH3:25])([CH3:26])[O:27][C:28](=[O:29])[n:30]1[cH:31][c:32]([B:39]2[O:40][C:41]([CH3:42])([CH3:43])[C:44]([CH3:45])([CH3:46])[O:47]2)[c:33]2[cH:34][cH:35][cH:36][cH:37][c:38]12.[CH3:142][CH2:143][O:144][C:145]([CH3:146])=[O:147].[CH3:55][c:56]1[cH:57][cH:58][cH:59][cH:60][cH:61]1.[CH3:62][CH2:63][OH:64].[Na+:48].[Na+:49].[O-:50][C:51](=[O:52])[O-:53].[OH2:54].[cH:65]1[cH:66][cH:67][c:68]([P:69]([Pd:70]([P:71]([c:72]2[cH:73][cH:74][cH:75][cH:76][cH:77]2)([c:78]2[cH:79][cH:80][cH:81][cH:82][cH:83]2)[c:84]2[cH:85][cH:86][cH:87][cH:88][cH:89]2)([P:90]([c:91]2[cH:92][cH:93][cH:94][cH:95][cH:96]2)([c:97]2[cH:98][cH:99][cH:100][cH:101][cH:102]2)[c:103]2[cH:104][cH:105][cH:106][cH:107][cH:108]2)[P:109]([c:110]2[cH:111][cH:112][cH:113][cH:114][cH:115]2)([c:116]2[cH:117][cH:118][cH:119][cH:120][cH:121]2)[c:122]2[cH:123][cH:124][cH:125][cH:126][cH:127]2)([c:128]2[cH:129][cH:130][cH:131][cH:132][cH:133]2)[c:134]2[cH:135][cH:136][cH:137][cH:138][cH:139]2)[cH:140][cH:141]1>>[c:2]1(-[c:32]2[cH:31][n:30]([C:28]([O:27][C:23]([CH3:24])([CH3:25])[CH3:26])=[O:29])[c:38]3[c:33]2[cH:34][cH:35][cH:36][cH:37]3)[n:3][cH:4][cH:5][c:6]([CH:8]2[N:9]([CH:13]([CH3:14])[c:15]3[cH:16][cH:17][c:18]([O:21][CH3:22])[cH:19][cH:20]3)[CH2:10][CH2:11][CH2:12]2)[cH:7]1

Participants

10

Reactant 9

HCID 702EthanolHCID 923Sodium ion2×HCID 962WaterHCID 1140TolueneHCID 8857Ethyl AcetateHCID 19660Carbonate IonHCID 49758860tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylateHCID 912488572-Bromo-4-[1-[1-(4-methoxyphenyl)ethyl]pyrrolidin-2-yl]pyridineHCID 178420554HCID 178420554, compound

Product 1

HCID 77163542Tert-butyl 3-[4-[1-[1-(4-methoxyphenyl)ethyl]pyrrolidin-2-yl]-2-pyridinyl]indole-1-carboxylate

Sources & evidence

ORD record
ord-f85dfff5461149e3a87d4b5c73608ab0
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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