HCID 9859833, compound → HCID 10467104, compound

HRID 1825719Notes

Reaction equation

HRID 1825719 reaction equation
[CH3:1][N:2]([CH3:19])[CH:3]1[CH2:7][CH2:6][CH:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14](C#N)[CH:15]=3)[NH:10][CH:9]=2)[CH2:4]1.[F:20]C1C=CC=C2C=1NC=C2C1CCC(=O)C1>>[F:20][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:11]=1[NH:10][CH:9]=[C:8]2[CH:5]1[CH2:6][CH2:7][CH:3]([N:2]([CH3:19])[CH3:1])[CH2:4]1

Participants

3

Reactant 2

HCID 9859833HCID 9859833, compoundHCID 22139471HCID 22139471, compound

Product 1

HCID 10467104HCID 10467104, compoundYield 59%

Procedure

By the method of Compound 3, using 3-(7-fluoro-1H-indol-3-yl)-cyclopentanone (217 mg, 1.0 mMol) as starting material, 3-(7-fluoro-1H-indol-3-yl)-cyclopentyl-dimethylamine (144 mg, 59%) was obtained. 1H NMR (400 MHz, d4MeOH) δ ppm 1.74 (m, 3 H) 2.17 (m, 3 H) 2.34 (d, J=2.20 Hz, 6 H) 2.84 (m, 1 H) 3.34 (m, 1 H) 6.77 (dd, J=11.13, 8.19 Hz, 1 H) 6.90 (m, J=10.39, 5.07, 4.83, 2.45 Hz, 1 H) 7.05 (d, J=15.16 Hz, 1 H) 7.33 (t, J=7.70 Hz, 1 H). LCMS (XTERRA C18 S5 4.6×50 mm) tR, 1.130 min., MH+ 247.29.

Sources & evidence

ORD record
ord-f3816c5f83654a9f837d1930c8294b0a
Source dataset
uspto-grants-2006_05
Patent number
US07049314B2

Reaction notes

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