Trifluoroacetic acid → HCID 86686708, compound

HRID 572098Notes

Reaction equation

HRID 572098 reaction equation
C(OC(=O)[NH:7][C:8]1[N:9]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([N:23]3[CH2:28][CH2:27][O:26][CH2:25][CH2:24]3)[CH:18]=2)[N:10]=[C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:12]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:13]([C:11]1[CH:12]=[C:8]([NH2:7])[N:9]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([N:23]3[CH2:24][CH2:25][O:26][CH2:27][CH2:28]3)[CH:18]=2)[N:10]=1)([CH3:16])([CH3:14])[CH3:15]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86686707HCID 86686707, compound

Product 1

HCID 86686708HCID 86686708, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of Intermediate 23c (290 mg, 0.725 mmol) and TFA (3 mL) in DCM (4 mL) was stirred at RT for 1 h. The reaction mixture was applied to an SCX-2 cartridge (10 g) and washed with MeOH. The product was eluted with 2M NH3 in MeOH; concentration in vacuo gave the title compound (190 mg, 86%). LCMS (Method 1): Rt 2.29 min, m/z 301 [MH+].

Workup

  1. washwashed with MeOH
  2. washThe product was eluted with 2M NH3 in MeOH
  3. concentrationconcentration in vacuo

Sources & evidence

ORD record
ord-cb13354778e34d24b3753bf2c5ac4ad7
Source dataset
uspto-grants-2015_05
Patent number
US09029373B2

Reaction notes

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