Azide → HCID 86709857, compound

HRID 2277123Notes

Reaction equation

HRID 2277123 reaction equation
[O:1]=[C:2]1[CH:7]([N:8]2[C:16](=[O:17])[C:15]3[C:14](C(O)=O)=[CH:13][C:12]([O:21][CH3:22])=[CH:11][C:10]=3[C:9]2=[O:23])[CH2:6][CH2:5][C:4](=[O:24])[NH:3]1.[N-:25]=[N+]=[N-].C1C=CC(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)=CC=1>C(N(CC)CC)C>[NH2:25][C:14]1[CH:13]=[C:12]([O:21][CH3:22])[CH:11]=[C:10]2[C:15]=1[C:16](=[O:17])[N:8]([CH:7]1[CH2:6][CH2:5][C:4](=[O:24])[NH:3][C:2]1=[O:1])[C:9]2=[O:23]

Participants

5

Reactant 3

HCID 33558AzideHCID 199401P,P-Diphenylphosphinic azideHCID 86709858HCID 86709858, compound

Product 1

HCID 86709857HCID 86709857, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

reacting 2-(2,6-dioxo-piperidin-3-yl)-6-methoxy-1,3-dioxo-2,3-dihydro-1H-isoindole-4-carboxylic acid with (a) an azide compound, in one embodiment, DPPA; in the presence of (b) a base, in one embodiment, an organic base, in another embodiment, triethylamine; to form 4-amino-2-(2,6-dioxo-piperidin-3-yl)-6-methoxy-isoindole-1,3-dione; and

Sources & evidence

ORD record
ord-1c7f3c8bf3bf47febfee68c0de59832e
Source dataset
uspto-grants-2015_09
Patent number
US09133161B2

Reaction notes

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