N,N-Diethylethylenediamine → HCID 10480622, compound

HRID 2113965Notes

Reaction equation

HRID 2113965 reaction equation
Br[CH2:2][CH2:3][C:4]([NH:6][C:7]1[S:8][C:9]([C:13]2[CH:18]=[CH:17][N:16]=[C:15]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)[N:14]=2)=[C:10]([CH3:12])[N:11]=1)=[O:5].[CH2:27]([N:29]([CH2:33][CH3:34])[CH2:30][CH2:31][NH2:32])[CH3:28]>CC#N>[Cl:26][C:23]1[CH:24]=[CH:25][C:20]([NH:19][C:15]2[N:14]=[C:13]([C:9]3[S:8][C:7]([NH:6][C:4](=[O:5])[CH2:3][CH2:2][NH:32][CH2:31][CH2:30][N:29]([CH2:33][CH3:34])[CH2:27][CH3:28])=[N:11][C:10]=3[CH3:12])[CH:18]=[CH:17][N:16]=2)=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 60993N,N-DiethylethylenediamineHCID 86600462HCID 86600462, compound

Product 1

HCID 10480622HCID 10480622, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

By treatment of 3-bromo-N-{5-[2-(4-chloro-phenylamino)-pyrimidin-4-yl]-4-methyl-thiazol-2-yl}-propionamide with N′,N′-diethyl-ethane-1,2-diamine. Anal. RP-HPLC: tR=11.8 min (10-70% MeCN, purity>97%). 1H-NMR (DMSO-D6) δ: 1.20 (t, 6H, J=7.0 Hz, CH3), 1.53 (d, 2H, J=6.5 Hz, CH2), 2.52 (s, 6H, CH3), 3.18 (m, 4H, CH2), 3.28 (m, 4H, CH2), 7.13 (d, 1H, J=5.0 Hz, pyrimidinyl-H), 7.30 (m, 2H, Ph-H), 7.81 (m, 2H, Ph-H), 8.51 (d, 1H, J=5.0 Hz, pyrimidinyl-H), 9.82 (brs, 1H, NH).

Sources & evidence

ORD record
ord-79620526cc2a44f49cfb559a93318dc6
Source dataset
uspto-grants-2008_10
Patent number
US07432260B2

Reaction notes

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