Pyrrolidine → HCID 22349565, compound

HRID 896069Notes

Reaction equation

HRID 896069 reaction equation
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2O)=[CH:4][CH:3]=1.[NH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1>>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 27548246-bromo-2,3-dihydro-1H-inden-1-ol

Product 1

HCID 22349565HCID 22349565, compoundYield 52.7%

Procedure

6-bromoindanol (0.3 g, 1.39 mmol) was subjected to the same conditions as 104, part A by substituting methylamine with pyrrolidine (1.16 mL, 14 mmol) to yield the title compound (0.195 g, 52%). 1H NMR (CDCl3): 7.4 (s, 1H), 7.25 (d, 1H), 7.0 (d, 1H), 4.1 (t, 1H), 2.9 (m, 1H), 2.6 (m, 1H), 2.55 (m, 4H), 2.1 (m, 2H), 1.7 (brs, 4H).

Sources & evidence

ORD record
ord-73b5ff904e5c4260970f45d36b553607
Source dataset
uspto-grants-2005_07
Patent number
US06919335B2

Reaction notes

Loading…