N-Iodosuccinimide → HCID 178517796, compound

HRID 77247Notes

Reaction equation

HRID 77247 reaction equation
CCC(C1NC(=O)CNC(=O)C2NC(C(C(C(O)CO)C)NC(C3N(C(C(CC(N)=O)NC(=O)C(CS(C4NC5C=C(OC)C=CC=5C=4C2)=O)NC(=O)CNC1=O)=O)CC(O)C3)=O)=O)C.[I:66]N1C(=O)CCC1=O.[Br:74][C:75]1[C:76]([OH:81])=[N:77][CH:78]=[CH:79][CH:80]=1>>[OH:81][C:76]1[C:75]([Br:74])=[CH:80][C:79]([I:66])=[CH:78][N:77]=1

Participants

4

Reactant 3

HCID 120273N-IodosuccinimideHCID 1613496'-O-methyl alpha-amanitinHCID 178517701HCID 178517701, compound

Product 1

HCID 178517796HCID 178517796, compound

Procedure

Following a previously reported method (Meana A, et al, Synlett 2003, 1678-1682) compound I8 was prepared from N-iodosuccinimide (2.48 g, 11.0 mmol) and 3-bromo-2-hydroxypyridine I7 (1.74 g, 10.0 mmol) as a pale brown solid (2.55 g, 85%). 1H NMR (DMSO-d6) δ12.27 (br s, 1H), 8.08 (d, 1H, J=2.3 Hz), 7.71 (d, 1H, J=2.3 Hz).

Sources & evidence

ORD record
ord-66474435b01f4526bd3ac9c178da8c4d
Source dataset
uspto-grants-2014_09
Patent number
US08840866B2

Reaction notes

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