Hydrochloric Acid → 5-[3-(trifluoromethyl)-6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl]-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione dihydrochloride

HRID 1925055Notes

Reaction equation

HRID 1925055 reaction equation
[F:1][C:2]([F:40])([F:39])[C:3]1[C:4]2[CH2:38][O:37][CH2:36][CH2:35][C:5]=2[N:6]([C:8]2[C:9](=[O:34])[NH:10][C:11](=[O:33])[N:12]([CH2:14][CH2:15][CH2:16][N:17]3[CH2:22][C@H:21]4[C@:19]([C:23]5[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=5)([CH2:20]4)[CH2:18]3)[CH:13]=2)[N:7]=1.[ClH:41].CO>C(OCC)C>[ClH:41].[ClH:41].[F:40][C:2]([F:1])([F:39])[C:3]1[C:4]2[CH2:38][O:37][CH2:36][CH2:35][C:5]=2[N:6]([C:8]2[C:9](=[O:34])[NH:10][C:11](=[O:33])[N:12]([CH2:14][CH2:15][CH2:16][N:17]3[CH2:22][C@H:21]4[C@:19]([C:23]5[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=5)([CH2:20]4)[CH2:18]3)[CH:13]=2)[N:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 252531395-[3-(trifluoromethyl)-6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl]-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 866443955-[3-(trifluoromethyl)-6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl]-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione dihydrochlorideYield 99%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

5-[3-(trifluoromethyl)-6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl]-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione (E22, 9.6 mg, 0.014 mmol) was dissolved and sonicated in Diethyl ether (2 ml) to give a pale yellow solution. 1.25 M solution of HCl in MeOH (0.029 ml, 0.036 mmol) was added at room temperature. The obtained mixture was sonicated for 3 min and the solvent evaporated in vacuo. Obtained 10.1 mg (99% yield) of the title compound as a white solid.

Workup

  1. customto give a pale yellow solution
  2. customThe obtained mixture was sonicated for 3 min
  3. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-fd7981e1a4b14e5fa2775c01fd036bdb
Source dataset
uspto-grants-2012_05
Patent number
US08178549B2

Reaction notes

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