N-Ethyl-N'-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]urea → 1-ethyl-3-(4-(5,7,7-trimethyl-4-((S)-3-methylmorpholino)-6,6-dioxido-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl)phenyl)urea

HRID 595075Notes

Reaction equation

HRID 595075 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][C@@H:17]2[CH3:22])[C:5]2[CH:10]([CH3:11])[S:9](=[O:13])(=[O:12])[C:8]([CH3:15])([CH3:14])[C:6]=2[N:7]=1.[CH2:23]([NH:25][C:26]([NH:28][C:29]1[CH:34]=[CH:33][C:32](B2OC(C)(C)C(C)(C)O2)=[CH:31][CH:30]=1)=[O:27])[CH3:24]>>[CH2:23]([NH:25][C:26]([NH:28][C:29]1[CH:34]=[CH:33][C:32]([C:2]2[N:3]=[C:4]([N:16]3[CH2:21][CH2:20][O:19][CH2:18][C@@H:17]3[CH3:22])[C:5]3[CH:10]([CH3:11])[S:9](=[O:13])(=[O:12])[C:8]([CH3:15])([CH3:14])[C:6]=3[N:7]=2)=[CH:31][CH:30]=1)=[O:27])[CH3:24]

Participants

3

Reactant 2

HCID 44119377N-Ethyl-N'-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ureaHCID 894874572-chloro-5,7,7-trimethyl-4-((S)-3-methylmorpholino)-5,7-dihydrothieno[3,4-d]pyrimidine 6,6-dioxide

Product 1

HCID 715486031-ethyl-3-(4-(5,7,7-trimethyl-4-((S)-3-methylmorpholino)-6,6-dioxido-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl)phenyl)urea

Procedure

The title compound was synthesised following the procedure in Example 5 (step viii) using 2-chloro-5,7,7-trimethyl-4-((S)-3-methylmorpholino)-5,7-dihydrothieno[3,4-d]pyrimidine 6,6-dioxide and 1-ethyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea. LC-MS (Method D), (ES+) 474, RT=3.00 min.

Sources & evidence

ORD record
ord-41fa174a314d403fba082432cbfedbd7
Source dataset
uspto-grants-2016_01
Patent number
US09242993B2

Reaction notes

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