2-Amino-5-chloro-N-(5-chloropyridin-2-yl)benzamide → HCID 68571380, compound

HRID 644239Notes

Reaction equation

FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([NH:25][C:26](=[O:44])[C:27]2[CH:32]=[CH:31][C:30]([CH:33]([CH3:35])[CH3:34])=[CH:29][C:28]=2[O:36][CH2:37][CH:38]2[CH2:43][CH2:42][CH2:41][NH:40][CH2:39]2)=[C:13]([CH:24]=1)[C:14]([NH:16][C:17]1[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][N:18]=1)=[O:15].C(OC(N1CCCC(C2C(OC)=C(C(C)C)C=CC=2C(O)=O)C1)=O)(C)(C)C.ClC1C=CC(NC(=O)C2C=C(Cl)C=CC=2N)=NC=1>>[ClH:8].[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([NH:25][C:26](=[O:44])[C:27]2[CH:32]=[CH:31][C:30]([CH:33]([CH3:35])[CH3:34])=[CH:29][C:28]=2[O:36][CH2:37][CH:38]2[CH2:43][CH2:42][CH2:41][NH:40][CH2:39]2)=[C:13]([CH:24]=1)[C:14]([NH:16][C:17]1[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][N:18]=1)=[O:15]

Participants

Reactant 3

HCID 219064182-Amino-5-chloro-N-(5-chloropyridin-2-yl)benzamide

HCID 68536834HCID 68536834, compound

HCID 68570681HCID 68570681, compound

Product 1

HCID 68571380HCID 68571380, compoundYield 103.8%

Procedure

Using methods substantially equivalent to those described in Example 60-I and J, 5-chloro-N-(5-chloropyridin-2-yl)-2-[4-isopropyl-2-(piperidin-3-ylmethoxy)-benzoylamino]benzamide trifluoroacetate (150 mg, 0.20 mmol, 6%) was prepared from 2-(N-tert-butoxycarbonylpiperidin-3-yl)-4-isopropylmethoxybenzoic acid and N-(5-chloropyridin-2-yl)-2-amino-5-chlorobenzamide. This product was subjected to reverse phase HPLC to obtain 60 mg of the title compound as the hydrochloride salt.

Sources & evidence

ORD record: ord-52e81bba604a4298b6cef5c2063fdded
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07700628B2

Reaction notes

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