3-Dimethylamino-1-(2,4-dimethyl-thiazol-5-yl)-propenone → HCID 10066661, compound

HRID 2113979Notes

Reaction equation

HRID 2113979 reaction equation
[CH3:1][C:2]1[N:6]=[C:5]([CH3:7])[S:4][C:3]=1/[CH:8]=[CH:9]/[C:10](N(C)C)=O.[N+]([O-])(O)=O.[NH:19]([C:23]1[CH:24]=[C:25]([CH:31]=[CH:32][CH:33]=1)[CH2:26][NH:27][C:28](=[O:30])[CH3:29])[C:20]([NH2:22])=[NH:21]>CC#N>[CH3:7][C:5]1[S:4][C:3]([C:8]2[CH:9]=[CH:10][N:22]=[C:20]([NH:19][C:23]3[CH:24]=[C:25]([CH:31]=[CH:32][CH:33]=3)[CH2:26][NH:27][C:28](=[O:30])[CH3:29])[N:21]=2)=[C:2]([CH3:1])[N:6]=1

Participants

4

Reactant 2

HCID 916216443-Dimethylamino-1-(2,4-dimethyl-thiazol-5-yl)-propenoneHCID 178474544HCID 178474544, compound

Product 1

HCID 10066661HCID 10066661, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

By treatment of 3-dimethylamino-1-(2,4-dimethyl-thiazol-5-yl)-propenone and N-(3-guanidino-benzyl)-acetamide nitrate. Yellow solid. Mp 206-207° C. Anal. RP-HPLC: tR=13.6 min (0-60% MeCN, purity>95%). 1H-NMR (DMSO-D6) δ: 1.99 (s, 3H, CH3), 2.65 (s, 3H, CH3), 2.68 (s, 3H, CH3), 4.38 (s, 2H, CH2), 6.94 (d, 1H, J=7.5 Hz, Ph-H), 7.01 (d, 1H, J=5.5 Hz, pyrimidinyl-H), 7.26 (d, 1H, J=8.0 Hz, Ph-H), 7.56 (d, 1H, J=7.5 Hz, Ph-H), 7.70 (s, 1H, Ph-H), 8.40 (d, 1H, J=5.5 Hz, pyrimidinyl-H). MS (ESI+) m/z 345.42 [M+H]+ (C18H19N5OS requires 353.44).

Sources & evidence

ORD record
ord-531f2f72e98b4951bcec69e89db9b34a
Source dataset
uspto-grants-2008_10
Patent number
US07432260B2

Reaction notes

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