Trifluoroacetic acid → HCID 57410697, compound

HRID 589970Notes

Reaction equation

HRID 589970 reaction equation
C(OC([N:8]1[C:12]2[N:13]=[CH:14][N:15]=[C:16]([N:17]3[CH2:24][C:21]4([CH2:23][CH2:22]4)[N:20]([S:25](=[O:37])(=[O:36])[NH:26][CH2:27][CH2:28][O:29]C4CCCCO4)[CH2:19][CH2:18]3)[C:11]=2[CH:10]=[CH:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>>[OH:29][CH2:28][CH2:27][NH:26][S:25]([N:20]1[CH2:19][CH2:18][N:17]([C:16]2[C:11]3[CH:10]=[CH:9][NH:8][C:12]=3[N:13]=[CH:14][N:15]=2)[CH2:24][C:21]21[CH2:23][CH2:22]2)(=[O:37])=[O:36]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68295950HCID 68295950, compound2×

Product 1

HCID 57410697HCID 57410697, compound

Procedure

4-{4-[2-(Tetrahydro-pyran-2-yloxy)-ethylsulfamoyl]-4,7-diaza-spiro[2.5]oct-7-yl}-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid tert-butyl ester (intermediate 16) was treated with TFA (1 mL) at rt for 1 h. The crude reaction mixture was concentrated in vacuo and redissolved in DMSO (0.5 mL). The pure compound was obtained by standard preparative HPLC purification of the reaction mixture.

Workup

  1. customThe crude reaction mixture
  2. concentrationwas concentrated in vacuo
  3. dissolutionredissolved in DMSO (0.5 mL)
  4. customThe pure compound was obtained by standard preparative HPLC purification of the reaction mixture

Sources & evidence

ORD record
ord-ba3afc409b1443198e504381b5e86dcb
Source dataset
uspto-grants-2016_01
Patent number
US09233964B2

Reaction notes

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