Dimethyl Sulfoxide → 9-bromo-2-t-butoxycarbonylmethyloxy-5-(3-pyridylmethyl)-4H-pyrido [3,2,1-jk]carbazole-4-one

HRID 695243Notes

Reaction equation

HRID 695243 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[n:5]3[c:6]4[c:7]([cH:8][c:9]([OH:15])[cH:10][c:11]4[c:12]2[cH:13][cH:14]1)[c:16](=[O:26])[c:17]([CH2:19][c:20]1[cH:21][n:22][cH:23][cH:24][cH:25]1)[cH:18]3.[Br:33][CH2:34][C:35](=[O:36])[O:37][C:38]([CH3:39])([CH3:40])[CH3:41].[C:27](=[O:28])([O-:29])[O-:30].[CH3:43][S:44](=[O:45])[CH3:46].[K+:31].[K+:32].[OH2:42]>>[Br:1][c:2]1[cH:3][c:4]2[n:5]3[c:6]4[c:7]([cH:8][c:9]([O:15][CH2:34][C:35](=[O:36])[O:37][C:38]([CH3:39])([CH3:40])[CH3:41])[cH:10][c:11]4[c:12]2[cH:13][cH:14]1)[c:16](=[O:26])[c:17]([CH2:19][c:20]1[cH:21][n:22][cH:23][cH:24][cH:25]1)[cH:18]3

Participants

7

Reactant 6

HCID 679Dimethyl SulfoxideHCID 813Potassium Cation2×HCID 962WaterHCID 19660Carbonate IonHCID 79177tert-Butyl bromoacetateHCID 212528709-bromo-2-hydroxy-5-(3-pyridylmethyl)-4H-pyrido [3,2,1-jk]carbazole-4-one

Product 1

HCID 193648749-bromo-2-t-butoxycarbonylmethyloxy-5-(3-pyridylmethyl)-4H-pyrido [3,2,1-jk]carbazole-4-one

Sources & evidence

ORD record
ord-3c2fa7a503d54b4d888a379487a403e1
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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