2-Pyridinemethanamine → HCID 59481280, compound

HRID 560840Notes

Reaction equation

HRID 560840 reaction equation
ClC1C=CC2SC=[C:8]([CH2:9][N:10]3[CH2:14][CH2:13][N:12](C4SC(C(O)=O)=C(C)N=4)C3=O)[C:4]=2[CH:3]=1.[F:27][C:28]1[CH:49]=[CH:48][C:31]([CH2:32][N:33]2[CH2:37][CH2:36][N:35]([C:38]3[S:39][C:40]([C:44](O)=[O:45])=[C:41]([CH3:43])[N:42]=3)[C:34]2=[O:47])=[CH:30][CH:29]=1.N1C=CC=CC=1CN>>[F:27][C:28]1[CH:29]=[CH:30][C:31]([CH2:32][N:33]2[CH2:37][CH2:36][N:35]([C:38]3[S:39][C:40]([C:44]([NH:12][CH2:13][C:14]4[CH:3]=[CH:4][CH:8]=[CH:9][N:10]=4)=[O:45])=[C:41]([CH3:43])[N:42]=3)[C:34]2=[O:47])=[CH:48][CH:49]=1

Participants

4

Reactant 3

HCID 195092-PyridinemethanamineHCID 579197992-(3-(4-Fluorobenzyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acidHCID 580315052-(3-((5-Chlorobenzo[b]thiophen-3-yl)methyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid

Product 1

HCID 59481280HCID 59481280, compoundYield 54%

Procedure

Following the procedure as described in Example 32, making variations as required to replace 2-(3-((5-chlorobenzo[b]thiophen-3-yl)methyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid with 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid to react with pyridin-2-ylmethanamine, the title compound was obtained as a colorless solid in 54% yield: mp 183-185° C.: 1H NMR (300 MHz, DMSO-d6) δ 8.60-8.56 (m, 2H), 7.85-7.80 (m, 1H), 7.45-7.23 (m, 6H), 4.55 (d, J=6.0 Hz, 2H), 4.49 (s, 2H), 4.07 (t, J=9.0 Hz, 2H), 3.52 (t, J=9.0 Hz, 2H) 2.55 (s, 3H); MS (ES+) m/z 426.2 (M+1).

Sources & evidence

ORD record
ord-5eb7f139861e40b1a1c1edd24e68991e
Source dataset
uspto-grants-2011_11
Patent number
US08063084B2

Reaction notes

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