Trifluoroacetic acid → HCID 90220317, compound

HRID 2199780Notes

Reaction equation

HRID 2199780 reaction equation
C(OC(=O)[NH:7][C@@H:8]1[CH2:13][CH2:12][CH2:11][N:10]([C:14]2[S:15][C:16]([NH:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=3)=[C:17]([C:19]#[N:20])[N:18]=2)[CH2:9]1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:7][C@@H:8]1[CH2:13][CH2:12][CH2:11][N:10]([C:14]2[S:15][C:16]([NH:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=3)=[C:17]([C:19]#[N:20])[N:18]=2)[CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 118556216HCID 118556216, compound

Product 1

HCID 90220317HCID 90220317, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of {(R)-1-[4-cyano-5-(pyridin-2-ylamino)-thiazol-2-yl]-piperidin-3-yl}-carbamic acid tert-butyl ester (prepared as described in Example 1, Step 3) (20.2 mg, 50.4 μmol) in dichloromethane (0.5 mL) was added trifluoroacetic acid (1 mL, 13 mmol) and the mixture stirred under argon at ambient temperature for 30 minutes. The reaction mixture was concentrated in vacuo and the crude 2-((R)-3-amino-piperidin-1-yl)-5-(pyridin-2-ylamino)-thiazole-4-carbonitrile taken on to the next step in the synthesis without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe crude 2-((R)-3-amino-piperidin-1-yl)-5-(pyridin-2-ylamino)-thiazole-4-carbonitrile taken on to the next step in the synthesis without further purification

Sources & evidence

ORD record
ord-fca256e0cc2d4c518b6ec93ef519a986
Source dataset
uspto-grants-2016_06
Patent number
US09359345B2

Reaction notes

Loading…