Trifluoroacetic acid → HCID 67449901, compound

HRID 571112Notes

Reaction equation

HRID 571112 reaction equation
C(OC([NH:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([CH2:19][C:20]2[CH:25]=[CH:24][N:23]=[C:22]([NH:26]C(OC(C)(C)C)=O)[CH:21]=2)=[CH:11][CH:10]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([CH2:19][C:20]2[CH:25]=[CH:24][N:23]=[C:22]([NH2:26])[CH:21]=2)=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67455917HCID 67455917, compound

Product 1

HCID 67449901HCID 67449901, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of (4-(tert-butoxycarbonyl)aminonaphthalen-1-yl)(2-(tert-butoxycarbonyl)amino pyridin-4-yl)methane (270 mg, 0.60 mmol) in dry DCM (6.0 mL) under N2 at 0° C. was added TFA (2.0 mL, 25 mmol). The reaction was maintained at 0° C. for a further 20 min and was then warmed to RT for 4 hr. The mixture was evaporated in vacuo and the residue was subjected to SCX capture and release to afford the title compound, Intermediate H1, (150 mg, 100%); Rt 0.79 min (Method 2); m/z 250 (M+H)+ (ES+).

Workup

  1. temperaturewas then warmed to RT for 4 hr
  2. customThe mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-15c313b1b76340f28863d697bfe76e3c
Source dataset
uspto-grants-2015_05
Patent number
US09024041B2

Reaction notes

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