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

HRID 553189Notes

Reaction equation

HRID 553189 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

Reactant 2

HCID 211128022-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acidHCID 67163403HCID 67163403, compound

Product 1

HCID 11677787HCID 11677787, 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-{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-24f05592a20842f685bf2875adad06d6
Source dataset
uspto-grants-2011_05
Patent number
US07951958B2

Reaction notes

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