Trifluoroacetic acid → HCID 18506779, compound

HRID 1355361Notes

Reaction equation

HRID 1355361 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][NH:10][C:11]1[N:12]=[N:13][C:14]([C:28]#[N:29])=[C:15]([N:17]2[CH2:23][CH2:22][C:21]3[CH:24]=[CH:25][CH:26]=[CH:27][C:20]=3[CH2:19][CH2:18]2)[N:16]=1)(C)(C)C.[F:31][C:32]([F:37])([F:36])[C:33]([OH:35])=[O:34]>ClCCl>[F:31][C:32]([F:37])([F:36])[C:33]([OH:35])=[O:34].[NH2:7][CH2:8][CH2:9][NH:10][C:11]1[N:12]=[N:13][C:14]([C:28]#[N:29])=[C:15]([N:17]2[CH2:23][CH2:22][C:21]3[CH:24]=[CH:25][CH:26]=[CH:27][C:20]=3[CH2:19][CH2:18]2)[N:16]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10112177HCID 10112177, compound

Product 1

HCID 18506779HCID 18506779, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 60 mg (0.15 mmol) of {2-[6-cyano-5-(1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-[1,2,4]triazin-3-ylamino]-ethyl}-carbamic acid tert-butyl ester as prepared in example 8 in 2 ml of dichloromethane were added 0.2 ml of trifluoroacetic acid. The reaction mixture was stirred at room temperature for one hour and then evaporated under reduced pressure. The solid residue was dispersed in ether. The resulting solid was filtered and gave 30 mg (47% of theory) of 3-(2-amino-ethylamino)-5 -(1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-[1,2,4]triazine-6-carbonitrile trifluoro-acetate as an off-white solid; MS: 310 (M+H)+.

Workup

  1. customevaporated under reduced pressure
  2. additionThe solid residue was dispersed in ether
  3. filtrationThe resulting solid was filtered

Sources & evidence

ORD record
ord-be00d7fac28e4bf39be206a4b4e2e971
Source dataset
uspto-grants-2003_07
Patent number
US06586422B2

Reaction notes

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