Potassium Cation → 1,1-dimethylethyl 5-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-4-fluoro-2,3-dihydro-1H-indole-1-carboxylate

HRID 295401Notes

Reaction equation

HRID 295401 reaction equation
[Br:1][c:2]1[cH:3][n:4]([CH3:12])[c:5]2[n:6][cH:7][n:8][c:9]([NH2:11])[c:10]12.[CH2:47]1[O:48][CH2:49][CH2:50][O:51][CH2:52]1.[F:13][c:14]1[c:15]2[c:19]([cH:20][cH:21][c:22]1[B:23]1[O:24][C:25]([CH3:26])([CH3:27])[C:28]([CH3:29])([CH3:30])[O:31]1)[N:18]([C:32](=[O:33])[O:34][C:35]([CH3:36])([CH3:37])[CH3:38])[CH2:17][CH2:16]2.[K+:44].[K+:45].[K+:46].[O:56]=[C:57]([CH:58]=[CH:59][c:60]1[cH:61][cH:62][cH:63][cH:64][cH:65]1)[CH:66]=[CH:67][c:68]1[cH:69][cH:70][cH:71][cH:72][cH:73]1.[O:74]=[C:75]([CH:76]=[CH:77][c:78]1[cH:79][cH:80][cH:81][cH:82][cH:83]1)[CH:84]=[CH:85][c:86]1[cH:87][cH:88][cH:89][cH:90][cH:91]1.[O:92]=[C:93]([CH:94]=[CH:95][c:96]1[cH:97][cH:98][cH:99][cH:100][cH:101]1)[CH:102]=[CH:103][c:104]1[cH:105][cH:106][cH:107][cH:108][cH:109]1.[OH2:53].[P:39]([O-:40])([O-:41])([O-:42])=[O:43].[Pd:54].[Pd:55]>>[c:2]1(-[c:22]2[c:14]([F:13])[c:15]3[c:19]([cH:20][cH:21]2)[N:18]([C:32](=[O:33])[O:34][C:35]([CH3:36])([CH3:37])[CH3:38])[CH2:17][CH2:16]3)[cH:3][n:4]([CH3:12])[c:5]2[n:6][cH:7][n:8][c:9]([NH2:11])[c:10]12

Participants

9

Reactant 8

HCID 813Potassium Cation3×HCID 962WaterHCID 1061PhosphateHCID 23938Palladium2×HCID 312751,4-DioxaneHCID 95417Dibenzylidene acetone3×HCID 665609385-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amineHCID 66823308Tert-butyl 4-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline-1-carboxylate

Product 1

HCID 668236891,1-dimethylethyl 5-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-4-fluoro-2,3-dihydro-1H-indole-1-carboxylate

Sources & evidence

ORD record
ord-0bc057515378407fbd261ba5765a000e
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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