4-Amino-5-chloro-2-methoxybenzoic acid → HCID 54203253, compound

HRID 344303Notes

Reaction equation

HRID 344303 reaction equation
C(O[C:6]([NH:8][CH2:9][C@H:10]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][CH2:18][NH2:19])[CH2:11]1)=[O:7])(C)(C)C.[C:20]12([C:30](Cl)=[O:31])[CH2:29][CH:24]3[CH2:25][CH:26]([CH2:28][CH:22]([CH2:23]3)[CH2:21]1)[CH2:27]2.[NH2:33][C:34]1[C:42]([Cl:43])=[CH:41][C:37](C(O)=O)=[C:36]([O:44][CH3:45])[CH:35]=1>>[C:20]12([C:30]([NH:19][CH2:18][CH2:17][CH2:16][CH2:15][N:12]3[CH2:13][CH2:14][C@H:10]([CH2:9][NH:8][C:6](=[O:7])[C:37]4[CH:41]=[C:42]([Cl:43])[C:34]([NH2:33])=[CH:35][C:36]=4[O:44][CH3:45])[CH2:11]3)=[O:31])[CH2:29][CH:24]3[CH2:25][CH:26]([CH2:28][CH:22]([CH2:23]3)[CH2:21]1)[CH2:27]2

Participants

4

Reactant 3

HCID 816264-Amino-5-chloro-2-methoxybenzoic acidHCID 989151-Adamantanecarbonyl chlorideHCID 53780050HCID 53780050, compound

Product 1

HCID 54203253HCID 54203253, compound

Procedure

4-((3R)-3-tert-Butoxycarbonylaminomethylpyrrolidin-1-yl)butylamine (1.20 g) as starting compound was reacted and treated in the same manner as in Example 1 using 1-adamantanecarbonyl chloride (0.98 g) and 4-amino-5-chloro-2-methoxybenzoic acid (0.85 g) to give N-((3R)-1-(4-(1-adamantanecarbonylamino)butyl)pyrrolidin-3-ylmethyl)-4-amino-5-chloro-2-methoxybenzamide.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-121820fdedfb446c9909c136b8767deb
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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