1,2-Dichloroethane → HCID 86669206, compound

HRID 69971Notes

Reaction equation

HRID 69971 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([N:8]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH:5]=[C:4]([C:23]2[CH:28]=[CH:27][N:26]=[CH:25][C:24]=2[NH2:29])[CH:3]=1.[NH2:30][C:31]1[C:32]([C:38](O)=[O:39])=[N:33][C:34]([Br:37])=[CH:35][CH:36]=1.C(Cl)CCl.C1C=NC2N(O)N=NC=2C=1>CN1C(=O)CCC1>[NH2:30][C:31]1[C:32]([C:38]([NH:29][C:24]2[CH:25]=[N:26][CH:27]=[CH:28][C:23]=2[C:4]2[CH:3]=[C:2]([CH3:1])[N:7]=[C:6]([N:8]([C:16]([O:18][C:19]([CH3:22])([CH3:20])[CH3:21])=[O:17])[C:9]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:10])[CH:5]=2)=[O:39])=[N:33][C:34]([Br:37])=[CH:35][CH:36]=1

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 181649HOAtHCID 454804523-Amino-6-bromopicolinic acidHCID 690448866-methyl-N2,N2-di-BOC-4,4'-bipyridine-2,3'-diamine

Product 1

HCID 86669206HCID 86669206, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

Method 27 was followed using 6-methyl-N2,N2-di-BOC-4,4′-bipyridine-2,3′-diamine (1.0 equiv.), 3-amino-6-bromopicolinic acid (1.0 equiv.), EDC (1.0 equiv.), HOAt (1.0 equiv.) in NMP (0.48M) to yield 3-amino-6-bromo-N-(2′-(di-BOC-amino)-6′-methyl-4,4′-bipyridin-3-yl)picolinamide (35%). LCMS (m/z): 599.1/601.1 (MH+); LC Rt=3.69 min.

Sources & evidence

ORD record
ord-01732696959d4d5e9708158a68b843c5
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Reaction notes

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