HCID 87596239, compound → HCID 87596653, compound

HRID 225783Notes

Reaction equation

C[O:2][C:3](=[O:36])[CH:4]([NH:24][C:25]1[C:28]2([CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)[C:27](=[O:34])[C:26]=1[Cl:35])[CH2:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[N:11]([C:15]([C:17]1[C:18]([Cl:23])=[N:19][CH:20]=[CH:21][CH:22]=1)=[O:16])[CH2:10][CH2:9]2.ClC1C=NC=C(Cl)C=1C(N1C2C(=CC(CC(NC3C4(CCCCC4)C(=O)C=3)C(O)=O)=CC=2)CC1)=O>>[Cl:35][C:26]1[C:27](=[O:34])[C:28]2([CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)[C:25]=1[NH:24][CH:4]([CH2:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[N:11]([C:15]([C:17]1[C:18]([Cl:23])=[N:19][CH:20]=[CH:21][CH:22]=1)=[O:16])[CH2:10][CH2:9]2)[C:3]([OH:36])=[O:2]

Participants

Reactant 2

HCID 87596239HCID 87596239, compound

HCID 87596687HCID 87596687, compound

Product 1

HCID 87596653HCID 87596653, compound

Procedure

The title compound was prepared from the compound of Example 14 in a similar manner to the compound of Example 2 as a white lyophilised powder (98%). δH NMR (d6 DMSO), 8.75 (0.8H, d, J 9.3 Hz), 8.60 (0.2H, dd, J 4.8 and 1.9 Hz), 8.53 (0.8H, dd, J 4.8 and 1.9 Hz), 8.05 (2H, m), 7.59 (1H, m), 7.18 (1.8H, m), 6.73 (0.2H, d, J 8.5 Hz), 5.51 (0.2H, d, J 8.8 Hz), 4.58 (0.8H, m), 4.49 (0.2H, m), 4.22 (0.4H, m), 3.78 (1.6H, t, J 8.4 Hz), 3.21 (1H, dd, J 13.8 and 4.3 Hz), 3.08 (2H, m), 2.96 (0.8H, dd, J 13.8 and 9.9 Hz), 2.84 (0.2H, m), 1.45 (10H, br m); m/z (ES+, 70 eV) 514 (M+H)+.

Sources & evidence

ORD record: ord-eac007dcd3304be18cf2bd7307cf518b
Source dataset: uspto-grants-2009_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07557130B2

Reaction notes

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