Methylboronic Acid → HCID 117926356, compound

HRID 1501882Notes

Reaction equation

[OH:1][C@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@@H:3]1[N:8]1[CH2:16][C:15]23[CH:17]=[CH:18][CH:19]=[CH:20][C:14]2=[CH:13][C:12]([CH2:21][N:22]2[CH2:27][CH2:26][C:25]([C:30]4[CH:35]=[CH:34][CH:33]=[C:32]([CH3:36])[N:31]=4)([C:28]#[N:29])[CH2:24][CH2:23]2)=[CH:11][CH:10]3[C:9]1=[O:37].[CH3:38]B(O)O>>[CH:36]([C:32]1[N:31]=[C:30]([C:25]2([C:28]#[N:29])[CH2:24][CH2:23][N:22]([CH2:21][C:12]3[CH:13]=[C:14]4[CH:20]=[CH:19][CH:18]=[CH:17][C:15]54[CH:10]([CH:11]=3)[C:9](=[O:37])[N:8]([C@H:3]3[CH2:4][CH2:5][CH2:6][CH2:7][C@@H:2]3[OH:1])[CH2:16]5)[CH2:27][CH2:26]2)[CH:35]=[CH:34][CH:33]=1)=[CH2:38]

Participants

Reactant 2

HCID 139377Methylboronic Acid

HCID 117926741HCID 117926741, compound

Product 1

HCID 117926356HCID 117926356, compound

Procedure

4-(6-Ethenylpyridin-2-yl)-1-({2-[(1S,2S)-2-hydroxycyclohexyl]-3-oxo-2,3-dihydro-1H-benzo[d]isoindol-5-yl}methyl)piperidine-4-carbonitrile was prepared employing the procedures described for the construction of 1-({2-[(1S,2S)-2-hydroxycyclohexyl]-3-oxo-2,3-dihydro-1H-benzo[d]isoindol-5-yl}methyl)-4-(6-methylpyridin-2-yl)piperidine-4-carbonitrile in Example 4, substituting potassium vinyltrifluoroborate for methylboronic acid.

Sources & evidence

ORD record: ord-158d80092ecd44d99b395effe2d77319
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09206200B2

Reaction notes

Loading…