N-Cyclopropyl-N'-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea → HCID 86691158, compound

HRID 1771534Notes

Reaction equation

HRID 1771534 reaction equation
FC1C=C(C2N=C(SC)N=C(N3CCOC[C@@H]3C)C=2)C=NC=1.Cl[C:24]1[CH:29]=[C:28]([Cl:30])[N:27]=[C:26]([N:31]2[CH2:36][CH2:35][O:34][CH2:33][C@@H:32]2[CH3:37])[N:25]=1.[CH:38]1([NH:41][C:42](=[O:59])[NH:43][C:44]2[CH:49]=[CH:48][C:47](B3OC(C)(C)C(C)(C)O3)=[CH:46][CH:45]=2)[CH2:40][CH2:39]1>>[Cl:30][C:28]1[N:27]=[C:26]([N:31]2[CH2:36][CH2:35][O:34][CH2:33][C@@H:32]2[CH3:37])[N:25]=[C:24]([C:47]2[CH:48]=[CH:49][C:44]([NH:43][C:42]([NH:41][CH:38]3[CH2:39][CH2:40]3)=[O:59])=[CH:45][CH:46]=2)[CH:29]=1

Participants

4

Reactant 3

HCID 44119149N-Cyclopropyl-N'-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ureaHCID 67382782(S)-4-(6-(5-fluoropyridin-3-yl)-2-(methylthio)pyrimidin-4-yl)-3-methylmorpholineHCID 72942068(S)-4-(4,6-Dichloropyrimidin-2-yl)-3-methylmorpholine2×

Product 1

HCID 86691158HCID 86691158, compoundYield 31%

Procedure

Method as described for intermediate 5 using (S)-4-(4,6-dichloropyrimidin-2-yl)-3-methylmorpholine (intermediate 1B) and 4-(3-cyclopropylureido)phenyl boronic acid pinacol ester to afford an orange solid (400 mg, 31%).

Sources & evidence

ORD record
ord-7a8dc2ce0e4a40079ba5ab11cd366817
Source dataset
uspto-grants-2016_02
Patent number
US09249129B2

Reaction notes

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