2-(3-Oxobutyl)isoindoline-1,3-dione → HCID 86602139, compound

HRID 1726296Notes

Reaction equation

HRID 1726296 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([N:8]([CH:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[CH2:9][C:10]2[CH:14]=[CH:13][S:12][CH:11]=2)=[CH:4][CH:3]=1.O=[C:22]([CH3:36])[CH2:23][CH2:24][N:25]1C(=O)C2C(=CC=CC=2)C1=O>>[NH2:25][CH2:24][CH2:23][CH:22]([N:18]1[CH2:17][CH2:16][CH:15]([N:8]([C:5]2[CH:6]=[N:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH2:9][C:10]2[CH:14]=[CH:13][S:12][CH:11]=2)[CH2:20][CH2:19]1)[CH3:36]

Participants

3

Reactant 2

HCID 2907282-(3-Oxobutyl)isoindoline-1,3-dioneHCID 86602138HCID 86602138, compound

Product 1

HCID 86602139HCID 86602139, compound

Procedure

Using general procedure B with the amine from above (65 mg, 0.21 mmol) and 2-(3-oxo-butyl)-isoindole-1,3-dione (115 mg, 0.529 mmol) and then using general procedure D gave [1-(3-amino-1-methyl-propyl)-piperidin-4-yl]-(6-chloro-pyridin-3-yl)-thiophen-3-ylmethyl-amine as a yellow oil (60 mg, 75% over 2 steps).

Sources & evidence

ORD record
ord-58b8ef5c2f4c4b4dba2004c37e04fc6c
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

Loading…