2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid → HCID 11524557, compound

HRID 1714379Notes

Reaction equation

HRID 1714379 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.[NH2:21][C:22]1[N:23]=[CH:24][N:25]([CH:27]2[CH2:30][CH:29]([OH:31])[CH2:28]2)[CH:26]=1>>[OH:31][CH:29]1[CH2:28][CH:27]([N:25]2[CH:26]=[C:22]([NH:21][C:15](=[O:17])[CH:14]([NH:13][CH:7]3[CH2:6][CH2:5][C:4]4[C:9](=[C:10]([F:12])[CH:11]=[C:2]([F:1])[CH:3]=4)[CH2:8]3)[CH2:18][CH2:19][CH3:20])[N:23]=[CH:24]2)[CH2:30]1

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 3-(4-Amino-imidazol-1-yl)-cyclobutanol to afford the title compound: C13 NMR (100 MHz, CDCl3) 14.1, 19.5, 28.2, 28.9, 29.7, 36.5, 40.2, 41.9, 43.4, 48.7, 52.9, 60.5, 60.9, 64.5, 100.8, 101.1, 101.3, 105.1, 105.3, 110.7, 110.9, 131.6, 131.9, 137.7, 139.8, 159.8, 162.3, 172.6; MS m/z 419.2 (M+1).

Sources & evidence

ORD record
ord-07edb6a1c68c43e48446cbb69d5ed289
Source dataset
uspto-grants-2010_09
Patent number
US07795447B2

Reaction notes

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