Acetic Acid → Hydrogen Bromide

HRID 2313694Notes

Reaction equation

HRID 2313694 reaction equation
[BrH:64].[CH3:52][CH2:53][N:54]([CH2:55][CH3:56])[CH2:57][CH3:58].[CH3:59][C:60]([OH:61])([CH3:62])[CH3:63].[CH3:65][C:66](=[O:67])[OH:68].[CH3:69][CH2:70][O:71][C:72](=[O:73])[CH3:74].[CH3:75][c:76]1[cH:77][cH:78][cH:79][cH:80][cH:81]1.[O:1]=[C:2]1[N:3]([CH2:23][c:24]2[n:25][cH:26][cH:27][cH:28][c:29]2[C:30]([OH:31])=[O:32])[c:4]2[cH:5][cH:6][cH:7][cH:8][c:9]2[C:10]12[CH2:11][O:12][c:13]1[cH:14][c:15]3[c:16]([cH:21][c:22]12)[O:17][CH2:18][CH2:19][O:20]3.[P:33](=[O:36])([O:37][c:38]1[cH:39][cH:40][cH:41][cH:42][cH:43]1)([O:44][c:45]1[cH:46][cH:47][cH:48][cH:50][cH:51]1)[N:49]=[N+:34]=[N-:35]>>[BrH:64].[O:1]=[C:2]1[N:3]([CH2:23][c:24]2[n:25][cH:26][cH:27][cH:28][c:29]2[NH2:49])[c:4]2[cH:5][cH:6][cH:7][cH:8][c:9]2[C:10]12[CH2:11][O:12][c:13]1[cH:14][c:15]3[c:16]([cH:21][c:22]12)[O:17][CH2:18][CH2:19][O:20]3

Participants

10

Reactant 8

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 1140TolueneHCID 6386tert-ButanolHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 123414Diphenylphosphoryl azideHCID 593522232-[(2'-oxo-2,3-dihydrospiro[furo[2,3-g][1,4]benzodioxine-8,3'-indol]-1'(2'H)-yl)methyl]pyridine-3-carboxylic acid

Product 2

HCID 260Hydrogen BromideHCID 593525171'-[(3-amino-2-pyridinyl)methyl]spiro[3,7-dihydro-2H-furo[2,3-g][1,4]benzodioxine-8,3'-indole]-2'-one

Sources & evidence

ORD record
ord-daa6b9233c68437f9c0da805d3f624c2
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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