2-Methylphenyl boronic acid → HCID 22248671, compound

HRID 889833Notes

Reaction equation

HRID 889833 reaction equation
[F:1][C:2]([F:30])([F:29])[C:3]1[CH:4]=[C:5]([CH:22]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:24]=1)[CH2:6][CH:7]1[C:12]2[C:13](=[O:21])[N:14](Cl)[CH:15]=[C:16]([S:18][CH3:19])[O:17][C:11]=2[NH:10][CH2:9][NH:8]1.[CH3:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=1B(O)O>>[F:1][C:2]([F:30])([F:29])[C:3]1[CH:4]=[C:5]([CH:22]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:24]=1)[CH2:6][CH:7]1[C:12]2[C:13](=[O:21])[N:14]([C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=3[CH3:31])[CH:15]=[C:16]([S:18][CH3:19])[O:17][C:11]=2[NH:10][CH2:9][NH:8]1

Participants

3

Reactant 2

HCID 27332672-Methylphenyl boronic acidHCID 22248743HCID 22248743, compound

Product 1

HCID 22248671HCID 22248671, compoundYield 81%

Procedure

In a similar manner to Reference Example 11, 4-[3,5-bis(trifluoromethyl)benzyl]-6-chloro-8-(methylthio)-5-oxo-2,3,4,5-tetrahydropyrimido[5,4-f][1,4]oxazepine (Compound of Reference Example 10; 2.36 g) was reacted with 2-methylphenylboronic acid (816 mg) to obtain 4-[3,5-bis(trifluoromethyl)benzyl]-6-(2-methylphenyl)-8-(methylthio)-5-oxo-2,3,4,5-tetrahydropyrimido[5,4-f][1,4]oxazepine (2.13 g, 81%).

Sources & evidence

ORD record
ord-a79d3a4272fb437b86336429473d5747
Source dataset
uspto-grants-2006_02
Patent number
US06995153B2

Reaction notes

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