17-Hydroxy-13-methyl-2,14-dioxo-3,13,15-triaza-tricyclo[13.3.0.0*4,6*]octadec-7-ene-4-carboxylic acid ethyl ester → HCID 68685016, compound

HRID 1443459Notes

Reaction equation

HRID 1443459 reaction equation
[CH3:1][O:2][C:3]1[C:12]([CH3:13])=[C:11]2[C:6]([C:7]([OH:20])=[N:8][C:9]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[N:10]2)=[CH:5][CH:4]=1.C([O:23][C:24]([C:26]12[CH2:43][CH:42]1[CH:41]=[CH:40][CH2:39][CH2:38][CH2:37][CH2:36][N:35]([CH3:44])[C:34](=[O:45])[N:33]1[CH:29]([CH2:30][CH:31](O)[CH2:32]1)[C:28](=[O:47])[NH:27]2)=[O:25])C>>[CH3:1][O:2][C:3]1[C:12]([CH3:13])=[C:11]2[C:6]([C:7]([O:20][CH:31]3[CH2:30][CH:29]4[N:33]([C:34](=[O:45])[N:35]([CH3:44])[CH2:36][CH2:37][CH2:38][CH2:39][CH:40]=[CH:41][CH:42]5[C:26]([C:24]([OH:25])=[O:23])([NH:27][C:28]4=[O:47])[CH2:43]5)[CH2:32]3)=[N:8][C:9]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[N:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 6841037217-Hydroxy-13-methyl-2,14-dioxo-3,13,15-triaza-tricyclo[13.3.0.0*4,6*]octadec-7-ene-4-carboxylic acid ethyl esterHCID 178487728HCID 178487728, compound

Product 1

HCID 68685016HCID 68685016, compoundYield 17%

Procedure

Quinazolinol derivative (83) (449 mg, 1.7 mmol) was coupled to compound 51 (400 mg, 1.1 mmol) followed by hydrolysis of the ethyl ester as described in example 52, which gave the title compound (112 mg, 17%).

Sources & evidence

ORD record
ord-2ac69455665e4bb0beed407f30add1c5
Source dataset
uspto-grants-2010_02
Patent number
US07659245B2

Reaction notes

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