Cyclopropylamine → 4-{2-(2-Carboxy-ethyl)-3-[6-(5-cyclopropylcarbamoyl-3'-fluoro-biphenyl-3-yloxy)-hexyl]-phenoxy}-butyric Acid

HRID 1670089Notes

Reaction equation

C([O:3][C:4]([CH2:6][CH2:7][C:8]1[C:13]([O:14][CH2:15][CH2:16][CH2:17][C:18]([O:20]CC)=[O:19])=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][O:29][C:30]1[CH:31]=[C:32]([C:43]([OH:45])=O)[CH:33]=[C:34]([C:36]2[CH:41]=[CH:40][CH:39]=[C:38]([F:42])[CH:37]=2)[CH:35]=1)=[O:5])C.[CH:46]1([NH2:49])[CH2:48][CH2:47]1>>[C:4]([CH2:6][CH2:7][C:8]1[C:9]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][O:29][C:30]2[CH:35]=[C:34]([C:36]3[CH:41]=[CH:40][CH:39]=[C:38]([F:42])[CH:37]=3)[CH:33]=[C:32]([C:43](=[O:45])[NH:49][CH:46]3[CH2:48][CH2:47]3)[CH:31]=2)=[CH:10][CH:11]=[CH:12][C:13]=1[O:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19])([OH:3])=[O:5]

Participants

Reactant 2

HCID 69828Cyclopropylamine

HCID 67338077HCID 67338077, compound

Product 1

HCID 673389634-{2-(2-Carboxy-ethyl)-3-[6-(5-cyclopropylcarbamoyl-3'-fluoro-biphenyl-3-yloxy)-hexyl]-phenoxy}-butyric Acid

Procedure

The title compound was prepared according to the general procedure described in Steps 7 and 8 of Method C starting from 5-{6-[2-(2-ethoxycarbonyl-ethyl)-3-(3-ethoxycarbonyl-propoxy)-phenyl]-hexyloxy}-3′-fluoro-biphenyl-3-carboxylic acid and cyclopropylamine (25% yield after two steps).

Sources & evidence

ORD record: ord-f1ffcbf081ad4336a9dbd308755c0c20
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07989454B2

Reaction notes

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