N-Cyclopropyl-N'-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea → (S)-1-cyclopropyl-3-(4-(4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea

HRID 1626546Notes

Reaction equation

HRID 1626546 reaction equation
C([NH:3][C:4](=[O:36])[NH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[N:13]=[C:14]([N:29]3[CH2:34][CH2:33][O:32][CH2:31][C@@H:30]3[CH3:35])[C:15]3[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][C:16]=3[N:17]=2)=[CH:8][CH:7]=1)C.[CH:37]1(NC(NC2C=CC(B3OC(C)(C)C(C)(C)O3)=CC=2)=O)[CH2:39][CH2:38]1.ClC1N=C(N2CCOC[C@@H]2C)C2CCN(C(OC(C)(C)C)=O)CC=2N=1>>[CH:37]1([NH:3][C:4]([NH:5][C:6]2[CH:7]=[CH:8][C:9]([C:12]3[N:13]=[C:14]([N:29]4[CH2:34][CH2:33][O:32][CH2:31][C@@H:30]4[CH3:35])[C:15]4[CH2:21][CH2:20][NH:19][CH2:18][C:16]=4[N:17]=3)=[CH:10][CH:11]=2)=[O:36])[CH2:39][CH2:38]1

Participants

4

Reactant 3

HCID 44119149N-Cyclopropyl-N'-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ureaHCID 59239149HCID 59239149, compoundHCID 59239275Pyrido[3,4-d]pyriMidine-7(6H)-carboxylic acid, 2-chloro-5,8-dihydro-4-[(3S)-3-Methyl-4-Morpholinyl]-, 1,1-diMethylethyl ester

Product 1

HCID 46913571(S)-1-cyclopropyl-3-(4-(4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea

Procedure

Method as described for intermediate 5 using 1-cyclopropyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea and intermediate 4 as starting materials. Followed by method as described for example 3 step 2.

Sources & evidence

ORD record
ord-318c93dc3f8149c5a2118990332719fc
Source dataset
uspto-grants-2014_07
Patent number
US08785457B2

Reaction notes

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