Phenylboronic Acid → HCID 69290916, compound

HRID 1247433Notes

Reaction equation

[NH2:1][C:2]1[CH:24]=[C:23]([C:25]#[N:26])[CH:22]=[CH:21][C:3]=1[CH2:4][C:5]([O:18][CH2:19][CH3:20])([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:10]=1[F:17])[C:6]([NH2:8])=[O:7].[C:27]1(B(O)O)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[C:25]([C:23]1[CH:22]=[CH:21][C:3]([CH2:4][C:5]([O:18][CH2:19][CH3:20])([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:10]=2[F:17])[C:6]([NH2:8])=[O:7])=[C:2]([NH:1][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:24]=1)#[N:26]

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 69290262HCID 69290262, compound

Product 1

HCID 69290916HCID 69290916, compound

Procedure

In analogy to example 30.6 (RS)-(2-amino-4-cyano-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide (example 322.4) was reacted with phenyl boronic acid to give (RS)-(4-cyano-2-phenylamino-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide. Off-white foam. MS 434.1 ([M+H]+)

Sources & evidence

ORD record: ord-175079f9fd7e4e8fa4edc0bef89ea507
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07129238B2

Reaction notes

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