2-Chlorobenzylamine → HCID 76070676, compound

HRID 2273995Notes

Reaction equation

HRID 2273995 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([C:12]2[CH:13]=[N:14][NH:15][CH:16]=2)[CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=O.[Cl:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[CH2:24][NH2:25]>>[Cl:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[CH2:24][NH:25][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][C:10]([C:12]2[CH:13]=[N:14][NH:15][CH:16]=2)=[CH:11][C:3]=1[O:2][CH3:1]

Participants

3

Reactant 2

HCID 666482-ChlorobenzylamineHCID 86731185HCID 86731185, compound

Product 1

HCID 76070676HCID 76070676, compound

Procedure

Example 53 was synthesized by following a similar procedure as described in Example 1 by replacing Intermediate 1 with Intermediate 2 and replacing (3-methoxyphenyl)methanamine with (2-chlorophenyl)methanamine. LCMS (ESI) m/z: 342.1 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.63 (1H, s), 8.13 (2H, s), 7.73 (1H, d, J=8.03 Hz), 7.39 (1H, dd, J=7.65, 1.63 Hz), 7.16-7.34 (5H, m), 4.50 (2H, d, J=6.02 Hz), 3.93 (3H, s). Analytical HPLC RT=7.97 min (Method A), 7.21 min (Method B).

Workup

  1. customExample 53 was synthesized
  2. customAnalytical HPLC RT=7.97 min (Method A), 7.21 min (Method B)

Sources & evidence

ORD record
ord-43ae8dfb839e4b09b240dbf402636271
Source dataset
uspto-grants-2015_09
Patent number
US09126944B2

Reaction notes

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