2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid → HCID 11656313, compound

HRID 553190Notes

Reaction equation

HRID 553190 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([F:12])[CH:11]=1)[CH2:8][CH:7]([NH:13][CH:14]([CH2:18][CH2:19][CH3:20])[C:15]([OH:17])=O)[CH2:6][CH2:5]2.[CH3:21][C:22]([N:32]1[CH:36]=[C:35]([NH2:37])[N:34]=[CH:33]1)([CH3:31])[CH2:23][N:24]1[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]1>>[CH3:31][C:22]([N:32]1[CH:36]=[C:35]([NH:37][C:15](=[O:17])[CH:14]([NH:13][CH:7]2[CH2:6][CH2:5][C:4]3[C:9](=[C:10]([F:12])[CH:11]=[C:2]([F:1])[CH:3]=3)[CH2:8]2)[CH2:18][CH2:19][CH3:20])[N:34]=[CH:33]1)([CH3:21])[CH2:23][N:24]1[CH2:25][CH2:26][N:27]([CH3:30])[CH2:28][CH2:29]1

Participants

3

Reactant 2

HCID 211128022-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acidHCID 67165250HCID 67165250, compound

Product 1

HCID 11656313HCID 11656313, compound

Procedure

Following the procedure for Example 86, 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid (diastereomer 2) was reacted with 1-[1,1-Dimethyl-2-(4-methyl-piperazin-1-yl)-ethyl]-1H-imidazol-4-ylamine to afford the title compound: C13 NMR (100 MHz, CDCl3) 14.2, 19.5, 25.8, 25.9, 28.2, 28.9, 29.7, 36.5, 46.1, 52.9, 55.0, 55.7, 59.0, 60.9, 68.2, 101.1, 101.3, 104.5, 110.9, 131.3, 137.3, 172.3; MS m/z 503.3 (M+1).

Sources & evidence

ORD record
ord-79cee7bb8e1c483da7ac1f82ea399449
Source dataset
uspto-grants-2011_05
Patent number
US07951958B2

Reaction notes

Loading…