2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid → HCID 11547856, compound

HRID 553184Notes

Reaction equation

HRID 553184 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:31]1[CH:35]=[C:34]([NH2:36])[N:33]=[CH:32]1)([CH3:30])[CH2:23][NH:24][CH2:25][C:26]([F:29])([F:28])[F:27]>>[CH3:30][C:22]([N:31]1[CH:35]=[C:34]([NH:36][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:33]=[CH:32]1)([CH3:21])[CH2:23][NH:24][CH2:25][C:26]([F:27])([F:28])[F:29]

Participants

3

Reactant 2

HCID 211128022-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acidHCID 67164280HCID 67164280, compound

Product 1

HCID 11547856HCID 11547856, 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-(2,2,2-trifluoro-ethylamino)-ethyl]-1H-imidazol-4-ylamine to afford the title compound: C13 MR (100 MHz, CDCl3) 14.1, 19.5, 26.0, 28.2, 28.8, 29.8, 36.6, 38.8, 50.5, 50.8, 51.1, 51.4, 52.7, 58.6, 58.7, 60.8, 100.8, 101.0, 101.3, 104.3, 110.7, 110.8, 110.9, 118.0, 118.1, 124.2, 127.0, 131.2, 138.0, 139.8, 159.9, 172.6; MS m/z 502.2 (M+1).

Sources & evidence

ORD record
ord-f8577b7bd9ea4fd78a1024d1bfa65442
Source dataset
uspto-grants-2011_05
Patent number
US07951958B2

Reaction notes

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