HCID 18463938, compound → HCID 86758388, compound

HRID 2231093Notes

Reaction equation

[C:1]([O:5][C:6](=[O:35])[CH2:7][N:8]1[C:14](=[O:15])[CH:13]([NH:16][C:17](=[O:30])[C:18]2[CH:23]=[C:22]([Cl:24])[C:21]([O:25][CH2:26][CH:27]=[CH2:28])=[C:20]([Cl:29])[CH:19]=2)[CH2:12][CH2:11][CH2:10][N:9]1[S:31]([CH3:34])(=[O:33])=[O:32])([CH3:4])([CH3:3])[CH3:2].C(N1[C:49](=[O:50])CCC(NC(C2C3C(=CC=CC=3)C=CN=2)=O)C(=O)N1CC(O)=O)C1C=CC=CC=1>>[CH2:26]([O:25][C:21]1[C:20]([Cl:29])=[CH:19][C:18]([C:17]([NH:16][CH:13]2[C:14](=[O:15])[N:8]([CH2:7][C:6]([OH:35])=[O:5])[N:9]([S:31]([CH3:34])(=[O:33])=[O:32])[CH2:10][CH2:11][CH2:12]2)=[O:30])=[CH:23][C:22]=1[Cl:24])[CH:27]=[CH2:28].[C:1]([O:5][C:6](=[O:35])[CH2:7][N:8]1[C:14](=[O:15])[CH:13]([N:16]2[C:17](=[O:30])[C:18]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:49]2=[O:50])[CH2:12][CH2:11][CH2:10][N:9]1[S:31]([CH3:34])(=[O:33])=[O:32])([CH3:2])([CH3:3])[CH3:4]

Participants

Reactant 2

HCID 18463938HCID 18463938, compound

HCID 54456005HCID 54456005, compound

Product 2

HCID 18463918HCID 18463918, compound

HCID 86758388HCID 86758388, compoundYield 100%

Procedure

[6-(4-Allyloxy-3,5-dichloro-benzoylamino)-2-methanesulfonyl-7-oxo-[1,2]diazepan-1-yl]-acetic acid (25) was prepared from [6-(4-allyloxy-3,5-dichloro-benzoylamino)-2-methanesulfonyl-7-oxo-[1,2]diazepan-1-yl]-acetic acid tert-butyl ester (24) by the method used to prepare 8a to afford 173 mg (100% yield) of the title compound. 1H-NMR (500 MHz, CDCl3) δ 1.74-1.77 (m, 1H), 1.91-1.93 (m, 1H), 2.22-2.25 (m, 2H), 3.19 (s, 3H), 3.39-3.44 (m, 1H), 4.24-4.28 (m, 2H), 4.61-4.63 (m, 2H), 4.71-4.75 (d, 1H), 5.12-5.15 (m, 1H), 5.28-5.31 (m, 1H), 5.40-5.44 (m, 1H), 6.10-6.16 (m, 1H), 7.31-7.33 (d, 1H), 7.79 (s, 2H). Analytical HPLC: 5.70 min. LC-MS (ES+): m/e=494, 496 (M+H+).

Sources & evidence

ORD record: ord-2871874ce8e745b8abd1f825aab053d7
Source dataset: uspto-grants-2002_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06426413B1

Reaction notes

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