Trifluoroacetic acid → (2-Aminoethyl)[(2-chloro(1,3-thiazol-5-yl))methyl][(4-methoxyphenyl)methyl]amine

HRID 1010544Notes

Reaction equation

HRID 1010544 reaction equation
C(OC([NH:8][CH2:9][CH2:10][N:11]([CH2:21][C:22]1[S:26][C:25]([Cl:27])=[N:24][CH:23]=1)[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:8][CH2:9][CH2:10][N:11]([CH2:21][C:22]1[S:26][C:25]([Cl:27])=[N:24][CH:23]=1)[CH2:12][C:13]1[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131728996(tert-butoxy)-N-(2-{[(2-chloro(1,3-thiazol-5-yl))methyl][(4-methoxyphenyl)methyl]amino}ethyl)carboxamide

Product 1

HCID 67267223(2-Aminoethyl)[(2-chloro(1,3-thiazol-5-yl))methyl][(4-methoxyphenyl)methyl]amine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

This compound was made in a manner analogous to that set forth in Step C of Example 1, using 0.3 gram (0.0007 mole) of (tert-butoxy)-N-(2-{[(2-chloro(1,3-thiazol-5-yl))methyl][(4-methoxyphenyl)methyl]amino}ethyl)carboxamide and 3 mL (excess) of trifluoroacetic acid in 20 mL of methylene chloride. The yield of subject compound was 0.20 gram. The NMR spectrum was consistent with the proposed structure.

Sources & evidence

ORD record
ord-b15650cd233d409192b9cd98ecb2bfd6
Source dataset
uspto-grants-2011_07
Patent number
US07977332B2

Reaction notes

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