3-(Trifluoromethyl)benzoic acid → 2-(5-Carbamimidoyl-2-((3-(trifluoromethyl)benzamido)methyl)phenylamino)acetic acid

HRID 1296769Notes

Reaction equation

HRID 1296769 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:14]=C(C)O[N:11]=2)=[CH:6][C:5]=1[NH:16][CH2:17][C:18]([O:20]CC1C=CC=CC=1)=[O:19].[F:28][C:29]([F:40])([F:39])[C:30]1[CH:31]=[C:32]([CH:36]=[CH:37][CH:38]=1)[C:33](O)=[O:34]>>[C:10]([C:7]1[CH:8]=[CH:9][C:4]([CH2:3][NH:2][C:33](=[O:34])[C:32]2[CH:36]=[CH:37][CH:38]=[C:30]([C:29]([F:28])([F:39])[F:40])[CH:31]=2)=[C:5]([NH:16][CH2:17][C:18]([OH:20])=[O:19])[CH:6]=1)(=[NH:11])[NH2:14]

Participants

3

Reactant 2

HCID 99633-(Trifluoromethyl)benzoic acidHCID 69490392Benzyl 2-(2-(aminomethyl)-5-(5-methyl-1,2,4-oxadiazol-3-yl)phenylamino)acetate hydrochloride

Product 1

HCID 114521992-(5-Carbamimidoyl-2-((3-(trifluoromethyl)benzamido)methyl)phenylamino)acetic acid

Procedure

Compound 58d was reacted with 3-trifluoromethylbenzoic acid and subsequently hydrogenated according to the procedure described in Example 58, to give Example 63. ESI-MS m/e 395.4 (M+1).

Workup

  1. customto give Example 63

Sources & evidence

ORD record
ord-7b877ac72bf3469c905e0b1b356d70a2
Source dataset
uspto-grants-2007_07
Patent number
US07247654B2

Reaction notes

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