1,1'-Carbonyldiimidazole → HCID 52915192, compound

HRID 1624516Notes

Reaction equation

[CH2:1]([C:8]1[N:13]=[C:12]([NH:14][C:15]2[C:16]([CH3:38])=[N:17][O:18][C:19]=2[C:20]2[CH:25]=[CH:24][C:23]([C:26]3[CH:31]=[CH:30][C:29]([C:32]4([C:35](O)=[O:36])[CH2:34][CH2:33]4)=[CH:28][CH:27]=3)=[CH:22][CH:21]=2)[CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[CH3:51][S:52]([NH2:55])(=[O:54])=[O:53].C1CCN2C(=NCCC2)CC1>C1COCC1>[CH2:1]([C:8]1[N:13]=[C:12]([NH:14][C:15]2[C:16]([CH3:38])=[N:17][O:18][C:19]=2[C:20]2[CH:21]=[CH:22][C:23]([C:26]3[CH:31]=[CH:30][C:29]([C:32]4([C:35]([NH:55][S:52]([CH3:51])(=[O:54])=[O:53])=[O:36])[CH2:34][CH2:33]4)=[CH:28][CH:27]=3)=[CH:24][CH:25]=2)[CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 70 °C

Procedure

1-{4′-[4-(6-benzyl-pyridin-2-ylamino)-3-methyl-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid (sodium salt; 0.050 g, 0.083 mmol), carbonyldiimidazole (0.0676 g, 0.417 mmol), MeSO2NH2 (0.0789 g, 0.83 mmol) and DBU (0.0248 mL, 0.166 mmol) were combined in THF (1 mL) and the mixture was heated to 70° C. in a capped vial for 25 hours. The mixture was purified by preparative HPLC to yield the title compound.

Workup

customThe mixture was purified by preparative HPLC

Sources & evidence

ORD record: ord-1dbb7fe51e1b4a61ba539b1257d616d4
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08778983B2

Reaction notes

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