HCID 71496161, compound → HCID 71495333, compound

HRID 588054Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:23])[C:10]2[CH:15]=[CH:14][CH:13]=[N:12][C:11]=2[NH:16][C@@H:17]2[CH2:22][CH2:21][CH2:20][NH:19][CH2:18]2)[CH:5]=[CH:6][CH:7]=1.ClC1C=C(N[C:32](=[O:50])[C:33]2C=CC=NC=2NC2CC(C)(C)NC(C)(C)C2)C=CC=1>>[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:23])[C:10]2[CH:15]=[CH:14][CH:13]=[N:12][C:11]=2[NH:16][C@@H:17]2[CH2:22][CH2:21][CH2:20][N:19]([CH2:33][CH2:32][OH:50])[CH2:18]2)[CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 71496161HCID 71496161, compound

HCID 71496699HCID 71496699, compound

Product 1

HCID 71495333HCID 71495333, compoundYield 64.7%

Procedure

The title compound was prepared in the same manner as in Example 21, with the exception that (R)—N-(3-chlorophenyl)-2-(3-piperidylamino)nicotinamide of Example 20-A, instead of N-(3-chlorophenyl)-2-(2,2,6,6-tetramethylpiperidin-4-ylamino)nicotinamide, was used in the same molar amount (Yield: 64.7%). 1H NMR (CDCl3) δ 8.48 (br, 1H), 8.40 (s, 1H), 8.17 (d, 1H), 7.76 (d, 1H), 7.59 (s, 1H), 7.42 (d, 1H), 7.19 (t, 1H), 7.03 (d, 1H), 6.48-6.40 (m, 1H), 4.35-4.23 (m, 1H), 3.61 (t, 2H), 3.13 (br, 2H), 2.69 (d, 1H), 2.60-2.36 (m, 4H), 1.85-1.58 (m, 3H) ppm.

Sources & evidence

ORD record: ord-6f55e2bdea9744dbbb492f0740da242c
Source dataset: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09227955B2

Reaction notes

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