Benzenemethanamine, 3-chloro- → HCID 67186510, compound

HRID 735907Notes

Reaction equation

HRID 735907 reaction equation
[C:1]([C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[Cl:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH2:23][NH2:24]>>[Cl:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH2:23][NH:24][CH2:15][C:14]1[CH:17]=[CH:18][C:11]([C:1]#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 77802Benzenemethanamine, 3-chloro-HCID 578413204-Dec-1-ynylbenzaldehyde

Product 1

HCID 67186510HCID 67186510, compoundYield 60%

Procedure

The same procedure as employed in the preparation of Example 226 (step a) but using 4-dec-1-ynylbenzaldehyde and 3-chlorobenzylamine gave the title compound as a colorless oil (60%). 1H NMR (CDCl3, 300 MHz) δ 7.37-7.19 (m, 8H), 3.75 (s, 2H), 3.74 (s, 2H), 2.37 (t, J=7.2 Hz, 2H), 1.64-1.52 (m, 2H), 1.48-1.37 (m, 2H), 1.36-1.19 (m, 8H), 0.91-0.81 (m, 3H). M+(LC/MS(ESI)): 368.4. HPLC (Condition A), Rt: 4.60 min (HPLC purity: 84.1%).

Workup

  1. customThe same procedure as employed in the preparation of Example 226 (step a) but

Sources & evidence

ORD record
ord-67b4aa1371e44157bbbc084260d6b3a2
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

Loading…