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

HRID 1714381Notes

Reaction equation

HRID 1714381 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-9db96b3214574cb1ae9c12989043c32b
Source dataset
uspto-grants-2010_09
Patent number
US07795447B2

Reaction notes

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