HCID 68838130, compound → HCID 57777389, compound

HRID 660611Notes

Reaction equation

C([O:8][C:9]1[CH:10]=[C:11](/[CH:23]=[CH:24]/[C:25]([OH:27])=O)[CH:12]=[CH:13][C:14]=1[N:15]1[CH2:19][C:18](=[O:20])[NH:17][S:16]1(=[O:22])=[O:21])C1C=CC=CC=1.[NH2:28][CH2:29][CH2:30][CH2:31][CH2:32][O:33][C:34]1[CH:44]=[CH:43][CH:42]=[C:41]([O:45]CC2C=CC=CC=2)[C:35]=1[C:36]([N:38]([CH3:40])[CH3:39])=[O:37]>>[OH:45][C:41]1[CH:42]=[CH:43][CH:44]=[C:34]([O:33][CH2:32][CH2:31][CH2:30][CH2:29][NH:28][C:25](=[O:27])[CH2:24][CH2:23][C:11]2[CH:12]=[CH:13][C:14]([N:15]3[CH2:19][C:18](=[O:20])[NH:17][S:16]3(=[O:21])=[O:22])=[C:9]([OH:8])[CH:10]=2)[C:35]=1[C:36]([N:38]([CH3:39])[CH3:40])=[O:37]

Participants

Reactant 2

HCID 68838130HCID 68838130, compound

HCID 68839439HCID 68839439, compound

Product 1

HCID 57777389HCID 57777389, compound

Procedure

The title compound is prepared using (E)-3-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-acrylic acid and 2-(4-aminobutoxy)-6-benzyloxy-N,N-dimethylbenzamide analogous to Example 100 steps C and D: 1H NMR (DMSO-d6) δ 9.78 (s, 1H), 9.54 (s, 1H), 7.83-7.80 (t, J=5.55 Hz, 1H), 7.22-7.20 (d, J=8.08 Hz, 1H), 7.09-7.05 (t, J=8.34 Hz, 1H), 6.73 (d, J=1.76 Hz, 1H), 6.66-6.63 (dd, J=1.77, 8.09 Hz, 1H), 6.46-6.44 (d, J=8.08 Hz, 2H), 4.38 (s, 2H), 3.93-3.86 (m, 2H), 3.08-3.02 (m, 2H), 2.91 (s, 3H), 2.73-2.69 (t, J=6.32 Hz, 2H), 2.71 (s, 3H), 2.33-2.29 (t, J=8.34 Hz, 2H), 1.59-1.53 (m, 2H), 1.48-1.42 (m, 2H); (M−1)−=533.

Sources & evidence

ORD record: ord-e5adae2b0d684c8982974da0b73f1d3d
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08084448B2

Reaction notes

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