Propyl chloroformate → 5-(propoxycarbonyl)amino-3-(1-methylpiperidin-4-yl)-1H-indole

HRID 1737732Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:11]1[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]1.Cl[C:19]([O:21][CH2:22][CH2:23][CH3:24])=[O:20]>>[CH2:22]([O:21][C:19]([NH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:11]1[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]1)=[O:20])[CH2:23][CH3:24]

Participants

Reactant 2

HCID 7998Propyl chloroformate

HCID 118312203-(1-Methylpiperidin-4-yl)-1h-indol-5-amine

Product 1

HCID 226114075-(propoxycarbonyl)amino-3-(1-methylpiperidin-4-yl)-1H-indoleYield 81.3%

Procedure

Beginning with 10 mg (0.0437 mMol) 5-amino-3-(1-methyl-piperidin-4-yl)-1H-indole and 5.62 mg (0.0458 mMol) propyl chloroformate, 11.2 mg (81%) of the title compound were recovered.

Sources & evidence

ORD record: ord-361906323dff4ecf8b25eec01a2b5e32
Source dataset: uspto-grants-1999_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05962474

Reaction notes

Loading…