2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid → HCID 11677787, compound

HRID 1392543Notes

Reaction equation

HRID 1392543 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]([CH3:37])([CH3:36])[CH2:23][N:24]([CH3:35])[CH2:25][C:26]([N:29]1[CH:33]=[C:32]([NH2:34])[N:31]=[CH:30]1)([CH3:28])[CH3:27]>>[CH3:21][C:22]([CH3:37])([CH3:36])[CH2:23][N:24]([CH3:35])[CH2:25][C:26]([N:29]1[CH:33]=[C:32]([NH:34][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:31]=[CH:30]1)([CH3:27])[CH3:28]

Participants

3

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-{2-[(2,2-Dimethyl-propyl)-methyl-amino]-1,1-dimethyl-ethyl}-1H-imidazol-4-ylamine to afford the title compound: C13 NMR (100 MHz, CDCl3) 14.2, 19.5, 26.8, 28.2, 28.8, 28.9, 29.8, 33.4, 36.6, 46.6, 52.8, 59.4, 59.5, 60.9, 72.4, 74.2, 101.1, 104.8, 106.9, 110.7, 110.9, 118.0, 131.1, 137.4, 139.3, 139.8, 162.2, 172.4, 194.6; MS m/z 504.4 (M+1).

Sources & evidence

ORD record
ord-8b7092048e57496ba301a7abb9cc7ced
Source dataset
uspto-grants-2008_03
Patent number
US07342118B2

Reaction notes

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