2-Thiopheneboronic acid → HCID 66689948, compound

HRID 403543Notes

Reaction equation

HRID 403543 reaction equation
S1C=CC=C1B(O)[OH:7].Br[C:10]1[CH:15]=[CH:14][C:13]([N:16]2[C:25](=[O:26])[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:18]=[C:17]2[CH:27]([N:29]([CH3:43])[S:30]([C:33]2[CH:38]=[CH:37][C:36]([C:39]([CH3:42])([CH3:41])[CH3:40])=[CH:35][CH:34]=2)(=[O:32])=[O:31])[CH3:28])=[CH:12][CH:11]=1.BrC1C=C2[C:52](=[CH:53]C=1)[N:51]=[C:50]([CH:55](N(C)S(C1C=CC(C(C)(C)C)=CC=1)(=O)=O)C)N(C1C=CC(C)=CC=1)C2=O>>[C:39]([C:36]1[CH:35]=[CH:34][C:33]([S:30]([N:29]([CH3:43])[CH:27]([C:17]2[N:16]([C:13]3[CH:14]=[CH:15][C:10]([N:51]4[CH2:50][CH2:55][O:7][CH2:53][CH2:52]4)=[CH:11][CH:12]=3)[C:25](=[O:26])[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:18]=2)[CH3:28])(=[O:31])=[O:32])=[CH:38][CH:37]=1)([CH3:40])([CH3:41])[CH3:42]

Participants

4

Reactant 3

HCID 27339602-Thiopheneboronic acidHCID 66688745HCID 66688745, compoundHCID 66690925HCID 66690925, compound

Product 1

HCID 66689948HCID 66689948, compound

Procedure

In a similar manner as described above in Paragraph A, but replacing phenyl boronic acid with thiophene-2-boronic acid and N-{1-[3-(4-bromophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl]ethyl}-4-tert-butyl-N-methylbenzenesulfonamide with N-[1-(6-bromo-4-oxo-3-p-tolyl-3,4-dihydroquinazolin-2-yl)ethyl]-4-tert-butyl-N-methylbenzenesulfonamide, the following compound was made:

Sources & evidence

ORD record
ord-726bdfea7d184835bd68e86a52d077f7
Source dataset
uspto-grants-2014_06
Patent number
US08748440B2

Reaction notes

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