Dimethylamine → 4-(2-(2-Carboxy-ethyl)-3-{6-[3-dimethylcarbamoyl-5-(4-methyl-thiophen-3-yl)-phenoxy]-hexyl}-phenoxy)-butyric Acid

HRID 1670103Notes

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]([CH:36]=[C:37]([C:39]2[C:43]([CH3:44])=[CH:42][S:41][CH:40]=2)[CH:38]=1)[C:33](O)=[O:34])=[O:5])C.[CH3:45][NH:46][CH3:47]>>[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:38]=[C:37]([C:39]3[C:43]([CH3:44])=[CH:42][S:41][CH:40]=3)[CH:36]=[C:32]([C:33](=[O:34])[N:46]([CH3:47])[CH3:45])[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 674Dimethylamine

HCID 673382323-{6-[2-(2-Ethoxycarbonyl-ethyl)-3-(3-ethoxycarbonyl-propoxy)-phenyl]-hexyloxy}-5-(4-methyl-thiophen-3-yl)-benzoic Acid

Product 1

HCID 673386624-(2-(2-Carboxy-ethyl)-3-{6-[3-dimethylcarbamoyl-5-(4-methyl-thiophen-3-yl)-phenoxy]-hexyl}-phenoxy)-butyric Acid

Procedure

The title compound was prepared according to the general procedure described in Example 74 starting from 3-{6-[2-(2-ethoxycarbonyl-ethyl)-3-(3-ethoxycarbonyl-propoxy)-phenyl]-hexyloxy}-5-(4-methyl-thiophen-3-yl)-benzoic acid and dimethylamine (27% yield after two steps).

Sources & evidence

ORD record: ord-5a4a8531f22247f9a57d8f75d6da76dd
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07989454B2

Reaction notes

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