Trifluoroacetic acid → HCID 11293976, compound

HRID 130671Notes

Reaction equation

HRID 130671 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][NH:9]C(=O)OC(C)(C)C)=[CH:4][CH:3]=1.[CH3:17][O:18][C:19]1[CH:28]=[C:27]2[C:22]([C:23]([O:29][C:30]3[CH:42]=[CH:41][C:33]4[C:34]([C:38](O)=[O:39])=[C:35]([CH3:37])[O:36][C:32]=4[CH:31]=3)=[CH:24][CH:25]=[N:26]2)=[CH:21][CH:20]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:9][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:38]([C:34]2[C:33]3[CH:41]=[CH:42][C:30]([O:29][C:23]4[C:22]5[C:27](=[CH:28][C:19]([O:18][CH3:17])=[CH:20][CH:21]=5)[N:26]=[CH:25][CH:24]=4)=[CH:31][C:32]=3[O:36][C:35]=2[CH3:37])=[O:39])=[N:7][CH:6]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 59730742HCID 59730742, compoundHCID 59730780tert-Butyl [(6-aminopyridin-3-yl)methyl]carbamate

Product 1

HCID 11293976HCID 11293976, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

117-C was coupled with 6-[(7-methoxyquinolin-4-yl)oxy]-2-methyl-1-benzofuran-3-carboxylic acid 117-D (as prepared in Scheme II discussed previously). After work up the mixture was treated with 50% TFA in CH2Cl2 to give N[5-(aminomethyl)pyridin-2-yl]-6-[(7-methoxyquinolin-4-yl)oxy]-2-methyl-1-benzofuran-3-carboxamide 117-E.

Workup

  1. customas prepared in Scheme II

Sources & evidence

ORD record
ord-e3d9206b553e42cf9b391f59a5b3f359
Source dataset
uspto-grants-2008_06
Patent number
US07381824B2

Reaction notes

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