5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine → HCID 25254736, compound

HRID 2373777Notes

Reaction equation

C(OC(=O)[NH:7][CH2:8][CH:9]1[CH2:14][CH2:13][CH:12]([C:15](=[O:38])[NH:16][CH:17]([C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([C:31]3[CH:32]=[N:33][C:34]([NH2:37])=[CH:35][CH:36]=3)[CH:26]=2)[CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:11][CH2:10]1)(C)(C)C.CC1(C)C(C)(C)OB(C2C=CC(N)=NC=2)O1>>[NH2:37][C:34]1[N:33]=[CH:32][C:31]([C:27]2[CH:26]=[C:25]([CH:17]([NH:16][C:15]([CH:12]3[CH2:13][CH2:14][CH:9]([CH2:8][NH2:7])[CH2:10][CH2:11]3)=[O:38])[CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:30]=[CH:29][CH:28]=2)=[CH:36][CH:35]=1

Participants

Reactant 2

HCID 27565555-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine

HCID 68536706HCID 68536706, compound

Product 1

HCID 25254736HCID 25254736, compound

Procedure

(4-{1-[3-(6-Amino-pyridin-3-yl)-phenyl]-2-phenyl-ethylcarbamoyl}-cyclohexylmethyl)-carbamic acid tert-butyl ester: Compound 2B was converted to compound 66A according to the procedure described in Example 24, by replacing 4-(methoxy-carbonylamino) phenyl boronic acid with 5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-ylamine. LC/MS m/z (M+H)+=529.4.

Sources & evidence

ORD record: ord-5ab0c7f4af8349e397e45fa90769eeb9
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07459564B2

Reaction notes

Loading…