2-amino-N-(5-chloropyridin-2-yl)-5-fluorobenzamide → 2-[2-[3-(Tert-butoxycarbonylamino)propoxy]-4-(morpholin-4-yl)benzoylamino]-n-(5-chloropyridin-2-yl)-5-fluorobenzamide

HRID 644250Notes

Reaction equation

HRID 644250 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:21]=[C:20]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[CH:19]=[CH:18][C:14]=1[C:15]([OH:17])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:28][C:29]1[CH:30]=[CH:31][C:32]([NH:35][C:36](=[O:45])[C:37]2[CH:42]=[C:41]([F:43])[CH:40]=[CH:39][C:38]=2[NH2:44])=[N:33][CH:34]=1>>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:21]=[C:20]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[CH:19]=[CH:18][C:14]=1[C:15]([NH:44][C:38]1[CH:39]=[CH:40][C:41]([F:43])=[CH:42][C:37]=1[C:36]([NH:35][C:32]1[CH:31]=[CH:30][C:29]([Cl:28])=[CH:34][N:33]=1)=[O:45])=[O:17])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 219063152-amino-N-(5-chloropyridin-2-yl)-5-fluorobenzamideHCID 576025002-(3-tert-Butoxycarbonylaminopropoxy)-4-(morpholin-4-yl)benzoic Acid

Product 1

HCID 685353892-[2-[3-(Tert-butoxycarbonylamino)propoxy]-4-(morpholin-4-yl)benzoylamino]-n-(5-chloropyridin-2-yl)-5-fluorobenzamideYield 70%

Procedure

Using a procedure analogous to Example 4-C, 2-[3-(tert-butoxycarbonylamino)-propoxy]-4-(morpholin-4-yl)benzoic acid and N-(5-chloropyridin-2-yl)-2-amino-5-fluorobenzamide gave the desired product as a solid (2.56 g, 70%).

Sources & evidence

ORD record
ord-6336ace354164d2cb850725a4dcd644d
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Reaction notes

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