5-Chloro-2-methylnicotinoyl chloride → HCID 178490742, compound

HRID 75501Notes

Reaction equation

HRID 75501 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([CH3:11])=[C:6]([CH:10]=1)[C:7](Cl)=[O:8].[NH2:12][C@H:13]1[CH2:18][CH2:17][C@H:16]([CH2:19][NH:20][C:21]2[C:26]([Cl:27])=[CH:25][CH:24]=[C:23]([O:28][CH3:29])[N:22]=2)[CH2:15][CH2:14]1>>[Cl:1][C:2]1[CH:3]=[N:4][C:5]([CH3:11])=[C:6]([CH:10]=1)[C:7]([NH:12][C@H:13]1[CH2:18][CH2:17][C@H:16]([CH2:19][NH:20][C:21]2[C:26]([Cl:27])=[CH:25][CH:24]=[C:23]([O:28][CH3:29])[N:22]=2)[CH2:15][CH2:14]1)=[O:8]

Participants

3

Reactant 2

HCID 532566655-Chloro-2-methylnicotinoyl chloride2×HCID 178490741HCID 178490741, compound

Product 1

HCID 178490742HCID 178490742, compound

Procedure

The title compound is prepared from 5-chloro-2-methylnicotinoyl chloride (Intermediate C) and trans-(4-Amino-cyclohexylmethyl)-(3-chloro-6-methoxy-pyridin-2-yl)-amine (Intermediate BB) analogously to Example 2.0; 1H NMR (d6-DMSO, 400 MHz) δ 8.52 (1H, d), 8.39 (1H, d), 7.80 (1H, d), 7.42 (1H, d), 6.45 (1H, t), 5.90 (1H, d), 3.79 (3H, s), 3.69 (1H, my 3.22 (2H, t), 2.48 (3H, a), 1.91 (2H, m), 1.80 (2H, m), 1.60 (1H, m), 1.21 (2H, m), 1.07 (2H, m); LC-MS Rt 2.70 mins, [M+H]+ 423.55; Method LowpH_v002.

Sources & evidence

ORD record
ord-67073beafc95432e9c51cf7dd02b23a9
Source dataset
uspto-grants-2014_09
Patent number
US08835444B2

Reaction notes

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