Hydrochloric Acid → HCID 131729208, compound

HRID 1660763Notes

Reaction equation

HRID 1660763 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][NH:10][C:11]1[S:12][C:13]([C:20]2[C:21]([CH3:35])=[N:22][N:23]3[C:28]([CH:29]([CH2:32][CH3:33])[CH2:30][CH3:31])=[CH:27][C:26]([CH3:34])=[N:25][C:24]=23)=[C:14]([C:16]([F:19])([F:18])[F:17])[N:15]=1)(C)(C)C.[ClH:37]>CO>[ClH:37].[CH2:30]([CH:29]([C:28]1[N:23]2[N:22]=[C:21]([CH3:35])[C:20]([C:13]3[S:12][C:11]([NH:10][CH2:9][CH2:8][NH2:7])=[N:15][C:14]=3[C:16]([F:17])([F:18])[F:19])=[C:24]2[N:25]=[C:26]([CH3:34])[CH:27]=1)[CH2:32][CH3:33])[CH3:31]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59474060HCID 59474060, compound

Product 1

HCID 131729208HCID 131729208, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Add (2-{5-[7-(1-ethyl-propyl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidin-3-yl]-4-trifluoromethyl-thiazol-2-ylamino}-ethyl)-carbamic acid tert-butyl ester (101 mg, 0.192 mmol) to 1 M HCl in methanol (1 mL). Heat the reaction at 70° C. overnight. Cool the reaction and concentrate under vacuum from methanol/ethyl acetate. Triturate the resulting residue with ethyl acetate to obtain the title compound (64 mg, 78%). ES/MS m/z 427.0 (M+1)+.

Workup

  1. temperatureHeat
  2. customthe reaction at 70° C. overnight
  3. temperatureCool
  4. customthe reaction
  5. concentrationconcentrate under vacuum from methanol/ethyl acetate
  6. customTriturate the resulting residue with ethyl acetate

Sources & evidence

ORD record
ord-7479f673d0a44a15b407d5a383204f80
Source dataset
uspto-grants-2011_10
Patent number
US08030304B2

Reaction notes

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