Trifluoroacetic acid → HCID 71679680, compound

HRID 2168158Notes

Reaction equation

HRID 2168158 reaction equation
C(O[C:6](=O)[N:7]([CH2:9][CH2:10][NH:11][C:12](=[O:43])[C:13]1[CH:18]=[CH:17][C:16]([C:19]2[O:27][C:26]3[C:21](=[N:22][CH:23]=[CH:24][C:25]=3[C:28]3[CH:33]=[CH:32][C:31]([O:34][CH:35]4[CH2:40][CH2:39][O:38][CH2:37][CH2:36]4)=[C:30]([C:41]#[N:42])[CH:29]=3)[CH:20]=2)=[CH:15][CH:14]=1)C)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[C:41]([C:30]1[CH:29]=[C:28]([C:25]2[CH:24]=[CH:23][N:22]=[C:21]3[CH:20]=[C:19]([C:16]4[CH:15]=[CH:14][C:13]([C:12]([NH:11][CH2:10][CH2:9][NH:7][CH3:6])=[O:43])=[CH:18][CH:17]=4)[O:27][C:26]=23)[CH:33]=[CH:32][C:31]=1[O:34][CH:35]1[CH2:36][CH2:37][O:38][CH2:39][CH2:40]1)#[N:42]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89738955HCID 89738955, compound

Product 1

HCID 71679680HCID 71679680, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[2-(4-{7-[3-Cyano-4-(tetrahydro-pyran-4-yloxy)-phenyl]-furo[3,2-b]pyridin-2-yl}benzoyl-amino)-ethyl]-methyl-carbamic acid tert-butyl ester (59.0 mg, 0.1 mmol) is dissolved in dichloromethane (1 ml). Trifluoro-acetic acid (1 ml, 12.98 mmol) is added to the solution. The mixture is stirred for 16 h at room temperature. The solvent is removed in vacuum; yield: 20 mg 4-{7-[3-cyano-4-(tetrahydro-pyran-4-yloxy)-phenyl]-furo[3,2-b]pyridin-2-yl}-N-(2-methyl-amino-ethyl)-benzamide trifluoroacetate; HPLC/MS: 1.61 min, [M+H]=497;

Workup

  1. customThe solvent is removed in vacuum
  2. custom1.61 min, [M+H]=497

Sources & evidence

ORD record
ord-c402581cd71a4d4081efdf97e3c38e09
Source dataset
uspto-grants-2015_06
Patent number
US09045493B2

Reaction notes

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