Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl ester → HCID 10416037, compound

HRID 441214Notes

Reaction equation

[CH3:1][C:2](OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=[O:3].[NH2:25][C:26]1[CH:27]=[C:28]([S:32]([NH:35][C:36]2[C:37](=[O:62])[N:38]([CH2:48][C:49]([NH:51][CH:52]([CH:59]([CH3:61])[CH3:60])[C:53](=[O:58])[C:54]([F:57])([F:56])[F:55])=[O:50])[C:39]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)=[CH:40][CH:41]=2)(=[O:34])=[O:33])[CH:29]=[CH:30][CH:31]=1>>[C:2]([NH:25][C:26]1[CH:27]=[C:28]([S:32]([NH:35][C:36]2[C:37](=[O:62])[N:38]([CH2:48][C:49]([NH:51][CH:52]([CH:59]([CH3:60])[CH3:61])[C:53](=[O:58])[C:54]([F:56])([F:57])[F:55])=[O:50])[C:39]([C:42]3[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=3)=[CH:40][CH:41]=2)(=[O:33])=[O:34])[CH:29]=[CH:30][CH:31]=1)(=[O:3])[CH3:1]

Participants

Reactant 2

HCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl ester

HCID 22405460HCID 22405460, compound

Product 1

HCID 10416037HCID 10416037, compound

Procedure

Using a procedure similar to that described in Example 197.1., except replacing trifluoroacetic anhydride with acetic anydride, 2-[3-(3-aminophenylsulfonylamino)-2-oxo-6-phenyl-1,2-dihydro-1-pyridyl]-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide was converted into the title compound. Chromatography solvent: dichloromethane:methanol (35:1); TLC: Rf =0.24, dichloromethane:methanol (20:1); NMR (DMSO/D2O): 8.22 (s,1) 7.73 (d,1), 7.60 (d,1), 7.5 (br m, 7), 6.16 (d,1), 4.40 (m,2), 4.02 (d,1), 2.12 (m,1), 2.09 (s,3), 0.80 (d,2); MS: m/z=593(M+1).

Sources & evidence

ORD record: ord-78022008629d4ae2899b1651bbe2bb76
Source dataset: uspto-grants-1996_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05521179

Reaction notes

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