4,4-Dimethylcyclohexen-1-ylboronic acid → 5-[4-Amino-3-(4,4-dimethyl-cyclohex-1-enyl)-phenyl]-1,3-dimethyl-tetrahydro-pyrimidin-2-ylidene-cyanamide

HRID 448017Notes

Reaction equation

HRID 448017 reaction equation
[CH3:1][C:2]1([CH3:11])[CH2:7][CH2:6][C:5](B(O)O)=[CH:4][CH2:3]1.[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]2[CH2:24][N:23]([CH3:25])[C:22](=[N:26][C:27]#[N:28])[N:21]([CH3:29])[CH2:20]2)=[CH:15][C:14]=1Br>>[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]2[CH2:24][N:23]([CH3:25])[C:22](=[N:26][C:27]#[N:28])[N:21]([CH3:29])[CH2:20]2)=[CH:15][C:14]=1[C:5]1[CH2:6][CH2:7][C:2]([CH3:11])([CH3:1])[CH2:3][CH:4]=1

Participants

3

Reactant 2

HCID 441195554,4-Dimethylcyclohexen-1-ylboronic acidHCID 866159045-(4-Amino-3-bromo-phenyl)-1,3-dimethyl-tetrahydro-pyrimidin-2-ylidene-cyanamide

Product 1

HCID 866159035-[4-Amino-3-(4,4-dimethyl-cyclohex-1-enyl)-phenyl]-1,3-dimethyl-tetrahydro-pyrimidin-2-ylidene-cyanamide

Procedure

The title compound was prepared according to the Suzuki coupling procedure of Example 3, step (a), using 4,4-dimethyl-cyclohex-1-enyl boronic acid and 5-(4-amino-3-bromo-phenyl)-1,3-dimethyl-tetrahydro-pyrimidin-2-ylidene-cyanamide Mass spectrum (ESI, m/z): Calcd. for C21H29N5, 352.2 (M+H), found 352.4

Sources & evidence

ORD record
ord-d960ffbf11d844e7afe5ed79ce29553c
Source dataset
uspto-grants-2013_07
Patent number
US08481564B2

Reaction notes

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