Tolylboric acid → HCID 22053585, compound

HRID 1829647Notes

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][N:7]1[C:13](=[O:14])[C:12]2[C:15](Cl)=[N:16][C:17]([S:19][CH3:20])=[N:18][C:11]=2[NH:10][CH2:9][CH2:8]1.[CH3:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=1OB(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][N:7]1[C:13](=[O:14])[C:12]2[C:15]([C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=3[CH3:31])=[N:16][C:17]([S:19][CH3:20])=[N:18][C:11]=2[NH:10][CH2:9][CH2:8]1

Participants

Reactant 2

HCID 13862916Tolylboric acid

HCID 220535646-[3,5-bis(trifluoromethyl)benzyl]-4-chloro-2-(methylthio)-5-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-e][1,4]diazepin

Product 1

HCID 22053585HCID 22053585, compoundYield 100%

Procedure

In a similar manner to Reference Example 10, 6-[3,5-bis(trifluoromethyl)benzyl]-4-chloro-2-(methylthio)-5-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-e][1,4]diazepin (Compound of Reference Example 8; 2.36 g) was reacted with 2-methylphenylboric acid (816 mg) to obtain 6-[3,5-bis(trifluoromethyl)benzyl]-4-(2-methylphenyl)-2-(methylthio)-5-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-e][1,4]diazepin (2.63 g, 100%).

Sources & evidence

ORD record: ord-31e0802a1c5941f2a3926292d147703b
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07064119B2

Reaction notes

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