Serinol → N-(2-hydroxy-1-hydroxymethyl-ethyl)-4-methoxy-3-[(E)-2-(4-chlorophenyl)-vinyl]benzamide

HRID 646374Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]2[CH:11]=[C:12]([CH:16]=[CH:17][C:18]=2[O:19][CH3:20])[C:13]([OH:15])=O)=[CH:4][CH:3]=1.[NH2:21][CH:22]([CH2:25][OH:26])[CH2:23][OH:24]>>[OH:24][CH2:23][CH:22]([NH:21][C:13](=[O:15])[C:12]1[CH:16]=[CH:17][C:18]([O:19][CH3:20])=[C:10](/[CH:9]=[CH:8]/[C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[CH:11]=1)[CH2:25][OH:26]

Participants

Reactant 2

HCID 68294Serinol

HCID 231413873-[(E)-2-(4-chlorophenyl)vinyl]-4-methoxy-benzoic acid

Product 1

HCID 23141506N-(2-hydroxy-1-hydroxymethyl-ethyl)-4-methoxy-3-[(E)-2-(4-chlorophenyl)-vinyl]benzamide

Procedure

The captioned compound was synthesized from 4-methoxy-3-[(E)-2-(4-chlorophenyl)vinyl]benzoic acid obtained in step B of Example 2-2-7 and 2-amino-1,3-propanediol in accordance with the same procedure as in the methods described in step C of Example 1-2-3.

Sources & evidence

ORD record: ord-edd4ea7a68f34f28ba6199b51564e29a
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07705053B2

Reaction notes

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