N,N,2,2-Tetramethylpropane-1,3-diamine → 4'-Fluoro-2'-methyl-biphenyl-3-carboxylic acid{4-[2-(3-dimethylamino-2,2-dimethyl-propylamino)-pyrimidin-4-yloxy]-naphthalen-1-yl}-amide

HRID 1171380Notes

Reaction equation

HRID 1171380 reaction equation
CS[C:3]1[N:8]=[C:7]([O:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13]([NH:20][C:21]([C:23]3[CH:24]=[C:25]([C:29]4[CH:34]=[CH:33][C:32]([F:35])=[CH:31][C:30]=4[CH3:36])[CH:26]=[CH:27][CH:28]=3)=[O:22])=[CH:12][CH:11]=2)[CH:6]=[CH:5][N:4]=1.[CH3:37][N:38]([CH3:45])[CH2:39][C:40]([CH3:44])([CH3:43])[CH2:41][NH2:42]>>[CH3:37][N:38]([CH3:45])[CH2:39][C:40]([CH3:44])([CH3:43])[CH2:41][NH:42][C:3]1[N:8]=[C:7]([O:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13]([NH:20][C:21]([C:23]3[CH:24]=[C:25]([C:29]4[CH:34]=[CH:33][C:32]([F:35])=[CH:31][C:30]=4[CH3:36])[CH:26]=[CH:27][CH:28]=3)=[O:22])=[CH:12][CH:11]=2)[CH:6]=[CH:5][N:4]=1

Participants

3

Reactant 2

HCID 104477N,N,2,2-Tetramethylpropane-1,3-diamineHCID 595531874'-Fluoro-2'-methyl-biphenyl-3-carboxylic acid [4-(2-methylsulfanylpyrimidin-4-yloxy)-naphthalen-1-yl]-amide

Product 1

HCID 595531534'-Fluoro-2'-methyl-biphenyl-3-carboxylic acid{4-[2-(3-dimethylamino-2,2-dimethyl-propylamino)-pyrimidin-4-yloxy]-naphthalen-1-yl}-amide

Procedure

Compound is prepared from 4′-fluoro-2′-methyl-biphenyl-3-carboxylic acid [4-(2-methylsulfanyl-pyrimidin-4-yloxy)-naphthalen-1-yl]-amide and N,N,2,2-tetramethyl-1,3-propanediamine according to conditions described in general procedure J. (23 mg). 1H NMR (400 MHz, CDCl3) δ 8.01-8.1 (m, 4H), 7.88 (dd, 1H, J=0.8 and 8 Hz), 7.5-7.65 (m, 5H), 7.26-7.33 (m, 2H), 6.98-7.08 (m, 2H), 6.21 (d, 1H, J=6 Hz), 2.3 (s, 3H), 2.0-2.2 (brm, 10H), 0.6-0.9 (brs, 6H).

Sources & evidence

ORD record
ord-99da715d595d48d598de0a2a1307d239
Source dataset
uspto-grants-2010_11
Patent number
US07829560B2

Reaction notes

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