(RS)-[4-(6-amino-pyridin-3-yl)-2,6-difluoro-phenyl]-ethoxy-acetic acid → (RS)-2-[4-(6-amino-pyridin-3-yl)-2,6-difluoro-phenyl]-N-(4-cyano-2,6-difluoro-benzyl)-2-ethoxy-acetamide

HRID 1247436Notes

Reaction equation

HRID 1247436 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([F:14])[C:11]([CH:15]([O:19][CH2:20][CH3:21])[C:16]([OH:18])=O)=[C:10]([F:22])[CH:9]=2)=[CH:4][CH:3]=1.Cl.[NH2:24][CH2:25][C:26]1[C:33]([F:34])=[CH:32][C:29]([C:30]#[N:31])=[CH:28][C:27]=1[F:35]>>[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([F:22])[C:11]([CH:15]([O:19][CH2:20][CH3:21])[C:16]([NH:24][CH2:25][C:26]3[C:27]([F:35])=[CH:28][C:29]([C:30]#[N:31])=[CH:32][C:33]=3[F:34])=[O:18])=[C:12]([F:14])[CH:13]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 21905479(RS)-[4-(6-amino-pyridin-3-yl)-2,6-difluoro-phenyl]-ethoxy-acetic acidHCID 219055594-(Aminomethyl)-3,5-difluorobenzonitrile hydrochloride

Product 1

HCID 21905192(RS)-2-[4-(6-amino-pyridin-3-yl)-2,6-difluoro-phenyl]-N-(4-cyano-2,6-difluoro-benzyl)-2-ethoxy-acetamide

Procedure

According to general procedure C, (RS)-[4-(6-amino-pyridin-3-yl)-2,6-difluoro-phenyl]-ethoxy-acetic acid (intermediate from example 334.4, contains 2 equivalent of NaCl) was reacted with 4-aminomethyl-3,5-difluoro-benzonitrile hydrochloride (example 318.1) to give (RS)-2-[4-(6-amino-pyridin-3-yl)-2,6-difluoro-phenyl]-N-(4-cyano-2,6-difluoro-benzyl)-2-ethoxy-acetamide as off-white solid. MS 459.6 ([M+H]+)

Sources & evidence

ORD record
ord-021d86cb3c7a472c976bd40ebbd0af70
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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