1-(6-Chloropyridin-3-yl)-N,N-dimethylmethanamine → HCID 69016560, compound

HRID 1455078Notes

Reaction equation

HRID 1455078 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[O:15][CH:14]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:13][CH2:12]3)=[N:6][CH:7]=1.ClC1N=CC([CH2:32][N:33]([CH3:35])[CH3:34])=CC=1>>[CH3:32][N:33]([CH3:35])[CH2:34][C:2]1[CH:7]=[N:6][C:5]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[O:15][CH:14]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:13][CH2:12]3)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 120566771-(6-Chloropyridin-3-yl)-N,N-dimethylmethanamineHCID 69016006HCID 69016006, compound

Product 1

HCID 69016560HCID 69016560, compound

Procedure

Dimethyl-[6-(2-phenylchroman-6-yloxy)pyridin-3-ylmethyl]amine was prepared as described for 5-Chloro-2-(2-phenylchroman-6-yloxy)pyridine in Example 61, but replacing 2,5-dichloropyridine with (6-chloropyridin-3-ylmethyl)dimethylamine. 1H NMR (400 MHz, CDCl3) δ: 8.03 (d, 1H, J 2.3 Hz), 7.65 (dd, 1H, J 8.4, 2.3 Hz), 7.44-7.32 (m, 5H), 6.92-6.88 (m, 3H), 6.84 (d, 1H, J 8.4 Hz), 5.05 (dd, 1H, J 10.2, 2.3 Hz), 3.36 (s, 2H), 3.02 (m, 1H), 2.80 (m, 1H), 2.23 (s, 1H), 2.19 (m, 1H), 2.10 (m, 1H).

Sources & evidence

ORD record
ord-12b1c4e6cfb44d3fa283364e7fa76425
Source dataset
uspto-grants-2009_01
Patent number
US07482340B2

Reaction notes

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