Acetate → benzyl 2-[[5-(4-carbamoylphenyl)-1H-indol-3-yl]methyl]pyrrolidine-1-carboxylate

HRID 92170Notes

Reaction equation

HRID 92170 reaction equation
[C:1]([NH2:2])(=[O:3])[c:4]1[cH:5][cH:6][c:7]([Sn:10]([CH2:11][CH2:12][CH2:13][CH3:14])([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:19][CH2:20][CH2:21][CH3:22])[cH:8][cH:9]1.[CH2:23]([c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)[O:30][C:31](=[O:32])[N:33]1[CH:34]([CH2:38][c:39]2[cH:40][nH:41][c:42]3[cH:43][cH:44][c:45]([Br:48])[cH:46][c:47]23)[CH2:35][CH2:36][CH2:37]1.[CH3:80][CH2:81][N:82]([CH2:83][CH3:84])[CH2:85][CH3:86].[O-:72][C:73]([CH3:74])=[O:75].[O-:76][C:77]([CH3:78])=[O:79].[Pd+2:71].[c:49]1([CH3:50])[cH:51][cH:52][cH:53][cH:54][c:55]1[P:56]([c:57]1[cH:58][cH:59][cH:60][cH:61][c:62]1[CH3:63])[c:64]1[cH:65][cH:66][cH:67][cH:68][c:69]1[CH3:70]>>[C:1]([NH2:2])(=[O:3])[c:4]1[cH:5][cH:6][c:7](-[c:45]2[cH:44][cH:43][c:42]3[nH:41][cH:40][c:39]([CH2:38][CH:34]4[N:33]([C:31]([O:30][CH2:23][c:24]5[cH:25][cH:26][cH:27][cH:28][cH:29]5)=[O:32])[CH2:37][CH2:36][CH2:35]4)[c:47]3[cH:46]2)[cH:8][cH:9]1

Participants

7

Reactant 6

HCID 175Acetate2×HCID 8471TriethylamineHCID 80271Tri-o-tolylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 110041244-Carbamoylphenyltri-n-butylstannaneHCID 19077565benzyl 2-[(5-bromo-1H-indol-3-yl)methyl]pyrrolidine-1-carboxylate

Product 1

HCID 22420966benzyl 2-[[5-(4-carbamoylphenyl)-1H-indol-3-yl]methyl]pyrrolidine-1-carboxylate

Sources & evidence

ORD record
ord-278124214c5e48deadb8b62469fed629
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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