Bicarbonate Ion → 1,1-dimethylethyl 4-[2-(4-amino-5-{1-[(2,5-difluorophenyl)acetyl]-2,3-dihydro-1H-indol-5-yl}-7H-pyrrolo[2,3-d]pyrimidin-7-yl)ethyl]-1-piperidinecarboxylate

HRID 178885Notes

Reaction equation

HRID 178885 reaction equation
[CH2:138]1[O:139][CH2:140][CH2:141][O:142][CH2:143]1.[F:27][c:28]1[c:29]([CH2:35][C:36](=[O:37])[N:38]2[CH2:39][CH2:40][c:41]3[cH:42][c:43]([B:47]4[O:48][C:49]([CH3:50])([CH3:51])[C:52]([CH3:53])([CH3:54])[O:55]4)[cH:44][cH:45][c:46]32)[cH:30][c:31]([F:34])[cH:32][cH:33]1.[NH2:1][c:2]1[c:3]2[c:4]([n:5][cH:6][n:7]1)[n:8]([CH2:12][CH2:13][CH:14]1[CH2:15][CH2:16][N:17]([C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[CH2:18][CH2:19]1)[cH:9][c:10]2[Br:11].[Na+:60].[O-:56][C:57]([OH:58])=[O:59].[cH:61]1[cH:62][cH:63][c:64]([P:65]([Pd:66]([P:67]([c:68]2[cH:69][cH:70][cH:71][cH:72][cH:73]2)([c:74]2[cH:75][cH:76][cH:77][cH:78][cH:79]2)[c:80]2[cH:81][cH:82][cH:83][cH:84][cH:85]2)([P:86]([c:87]2[cH:88][cH:89][cH:90][cH:91][cH:92]2)([c:93]2[cH:94][cH:95][cH:96][cH:97][cH:98]2)[c:99]2[cH:100][cH:101][cH:102][cH:103][cH:104]2)[P:105]([c:106]2[cH:107][cH:108][cH:109][cH:110][cH:111]2)([c:112]2[cH:113][cH:114][cH:115][cH:116][cH:117]2)[c:118]2[cH:119][cH:120][cH:121][cH:122][cH:123]2)([c:124]2[cH:125][cH:126][cH:127][cH:128][cH:129]2)[c:130]2[cH:131][cH:132][cH:133][cH:134][cH:135]2)[cH:136][cH:137]1>>[NH2:1][c:2]1[c:3]2[c:4]([n:5][cH:6][n:7]1)[n:8]([CH2:12][CH2:13][CH:14]1[CH2:15][CH2:16][N:17]([C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[CH2:18][CH2:19]1)[cH:9][c:10]2-[c:43]1[cH:42][c:41]2[c:46]([cH:45][cH:44]1)[N:38]([C:36]([CH2:35][c:29]1[c:28]([F:27])[cH:33][cH:32][c:31]([F:34])[cH:30]1)=[O:37])[CH2:39][CH2:40]2

Participants

7

Reactant 6

HCID 769Bicarbonate IonHCID 923Sodium ionHCID 312751,4-DioxaneHCID 668235701-[(2,5-difluorophenyl)acetyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indoleHCID 668239481,1-dimethylethyl 4-[2-(4-amino-5-bromo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)ethyl]-1-piperidinecarboxylateHCID 178420554HCID 178420554, compound

Product 1

HCID 668239521,1-dimethylethyl 4-[2-(4-amino-5-{1-[(2,5-difluorophenyl)acetyl]-2,3-dihydro-1H-indol-5-yl}-7H-pyrrolo[2,3-d]pyrimidin-7-yl)ethyl]-1-piperidinecarboxylate

Sources & evidence

ORD record
ord-25a92276bf874c2780769cfbcc50e096
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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