HCID 86759934, compound → HCID 75026010, compound

HRID 891211Notes

Reaction equation

[OH:1][CH:2]1[CH:6]([NH:7][C:8]([CH2:10][N:11]2[CH2:17][C:16]([CH2:18][NH:19][S:20]([C:23]3[CH:28]=[CH:27][C:26](OC)=[CH:25][CH:24]=3)(=[O:22])=[O:21])=[CH:15][CH2:14][CH:13]([NH:31][C:32]([C:34]3[CH:43]=[CH:42][C:41]4[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=4)[CH:35]=3)=[O:33])[C:12]2=[O:44])=[O:9])[CH2:5][C:4](=[O:45])[O:3]1.OC1C(NC(CN2CC(CNS(C3C=C(C)C=CC=3)(=O)=O)=CCC(NC(C3C=CC4C(=CC=CC=4)C=3)=O)C2=O)=O)CC(=O)O1>>[C:23]1([S:20]([NH:19][CH2:18][C:16]2[CH2:17][N:11]([CH2:10][C:8](=[O:9])[NH:7][CH:6]3[CH2:5][C:4](=[O:45])[O:3][CH:2]3[OH:1])[C:12](=[O:44])[CH:13]([NH:31][C:32]([C:34]3[CH:43]=[CH:42][C:41]4[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=4)[CH:35]=3)=[O:33])[CH2:14][CH:15]=2)(=[O:22])=[O:21])[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

Reactant 2

HCID 86759934HCID 86759934, compound

HCID 86759935HCID 86759935, compound

Product 1

HCID 75026010HCID 75026010, compound

Procedure

1H NMR (CD3OD) δ 8.45 (s, 1H), 8.01–7.89 (m, 6H), 7.67–7.55 (m, 5H), 5.67 (bs, 1H), 5.43–5.38 (d, d, J=12.3, 3.9 Hz, 1H), 4.69–4.59 (m, 2H), 4.40–4.32 (m, 1H), 4.19 (s, 2H), 3.51 (s, 2H), 3.46–3.45 (d, J=3.6 Hz, 1H), 2.77–2.64 (m, 2H), 2.60–2.41 (m, 2H); MS 607 (M+H). Naphthalene-2-carboxylic acid {1-[(2-hydroxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-methyl]-6-[(4-methoxy-benzenesulfonylamino)-methyl}-2-oxo-2,3,4,7-tetrahydro-1H-azepin-3-yl}-amide: 1H NMR (CD3OD) δ 8.46 (s, 1H), 8.02–7.92 (m, 4H), 7.85–7.82 (d, J=8.7 Hz, 2H), 7.64–7.56 (m, 2H), 7.14–7.11 (d, J=9.3 Hz, 1H), 5.67 (bs, 1H), 5.41–5.35 (d, d, J=12.6, 4.2 Hz, 1H), 4.69–4.66 (d, d, J=4.8, 4.2 Hz, 1H), 4.62–4.58 (d, J=16.5 Hz, 1H), 4.40–4.31 (m, 1H), 4.25–4.13 (m, 2H), 3.96 (s, 3H), 3.53–3.33 (m, 3H), 2.77–2.64 (m, 2H), 2.57–2.49 (m, 2H); MS 637.4 (M+H). Naphthalene-2-carboxylic acid {1-[(2-hydroxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-methyl]-2-oxo-6-[(toluene-3-sulfonylamino)-methyl]-2,3,4,7-tetrahydro-1H-azepin-3-yl}-amide: 1H NMR (CD3OD) δ 8.46 (s, 1H), 8.02–7.91 (m, 4H), 7.72–7.68 (m, 2H), 7.62–7.56 (m, 2H), 7.51–7.49 (m, 2H), 5.67 (bs, 1H), 5.43–5.37 (d, d, J=12.9, 4.5 Hz, 1H), 4.69–4.66 (d, d, J=4.5, 3.9 Hz, 1H), 4.65–4.59 (d, J=16.8 Hz, 1H), 4.40–4.31 (m, 1H), 4.26–4.19 (d, J=16.5 Hz, 1H), 4.18–4.12 (d, J=16.5 Hz, 1H), 3.53–3.46 (m, 3H), 2.77–2.67 (m, 2H), 2.57–2.49 (m, 2H), 2.47 (s, 3H); MS 621.2 (M+H).

Sources & evidence

ORD record: ord-204e9320f4aa4895ac0b0bbd28f7c961
Source dataset: uspto-grants-2006_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07001899B2

Reaction notes

Loading…