Trifluoroacetic acid → HCID 67988039, compound

HRID 2168191Notes

Reaction equation

HRID 2168191 reaction equation
FC(F)(F)C(O)=O.[CH3:8][N:9]([CH:17]1[CH2:22][CH2:21][N:20]([C:23]2[C:24]3[CH:31]=[CH:30][NH:29][C:25]=3[N:26]=[CH:27][N:28]=2)[CH2:19][CH2:18]1)C(=O)OC(C)(C)C>>[CH3:8][NH:9][CH:17]1[CH2:22][CH2:21][N:20]([C:23]2[C:24]3[CH:31]=[CH:30][NH:29][C:25]=3[N:26]=[CH:27][N:28]=2)[CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67988168HCID 67988168, compound

Product 1

HCID 67988039HCID 67988039, compound

Procedure

Trifluoroacetic acid (TFA) (2 ml) was added to a solution of 1,1-dimethylethyl methyl[1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-4-piperidinyl]carbamate D12 (287 mg). The mixture was stirred at room temperature during one hour. The solvent was evaporated and the mixture was checked by LCMS, the LCMS showed the desired product. Then the mixture was purified by a cartridge SCX (5 g). The fraction containing the product was evaporated, triturate with diethyl ether to give the title product D13 in 177 mg. LCMS [M+H][email protected] min (2 min run)

Workup

  1. customThe solvent was evaporated
  2. customThen the mixture was purified by a cartridge SCX (5 g)
  3. additionThe fraction containing the product
  4. customwas evaporated
  5. customtriturate with diethyl ether

Sources & evidence

ORD record
ord-86db7b5535634a12a832d1c81d201a47
Source dataset
uspto-grants-2015_06
Patent number
US09045485B2

Reaction notes

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