Nitroindoline → 2,3-dihydro-1H-indol-1-amine

HRID 1786313Notes

Reaction equation

HRID 1786313 reaction equation
[N+:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)([O-])=O>[Pd]>[NH2:1][N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5]1

Participants

3

Reactant 1

HCID 21959507Nitroindoline

Product 1

HCID 27609322,3-dihydro-1H-indol-1-amine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Substituted indolines 51 are prepared such as by the procedures described in Scheme 15. Substituted amino-indolines 48 are prepared from the nitroindoline 46 and a ketone in the presence of NaHB(OAc)3 to form the 1-substituted indoline 47. The nitroindoline 47 is hydrogenated, such as with H2 in the presence of a catalyst, such as Pd/C, to yield the amino-indoline 48.

Sources & evidence

ORD record
ord-1587dd2df9244ca197ae4e1bfe91ec4e
Source dataset
uspto-grants-2009_03
Patent number
US07507748B2

Reaction notes

Loading…