Triethylamine → HCID 66930855, compound

HRID 1364138Notes

Reaction equation

HRID 1364138 reaction equation
C1(C[N:8]2[CH2:13][CH2:12][CH:11]([N:14]3[CH:23](OS(C(F)(F)F)(=O)=O)[CH:22]4[C:16]([CH2:17][CH2:18][N:19]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:20][CH2:21]4)=[N:15]3)[CH2:10][CH2:9]2)C=CC=CC=1.C(N(CC)CC)C>C(OCC)(=O)C.CO.[OH-].[OH-].[Pd+2]>[NH:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH:23]=[C:22]3[C:16]([CH2:17][CH2:18][N:19]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:20][CH2:21]3)=[N:15]2)[CH2:10][CH2:9]1

Participants

6

Reactant 2

HCID 8471TriethylamineHCID 86621677HCID 86621677, compound

Product 1

HCID 66930855HCID 66930855, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1,1-dimethylethyl 2-[1-(phenylmethyl)-4-piperidinyl]-3-{[(trifluoromethyl)sulfonyl]oxy}-3,3a,4,5,7,8-hexahydropyrazolo[3,4-d]azepine-6(2H)-carboxylate (may be prepared as described in Description 48) (355 mg, 0.64 mmol) in ethyl acetate (9 ml) and methanol (3 ml) was treated with triethylamine (0.443 ml, 3.18 mmol) and then Pd(OH)2/C (20% w/w, 70 mg) and the resulting mixture stirred under an atmosphere of H2 for 18.5 h. The mixture was then filtered through kieselguhr and reduced under vacuum. Purification by Mass Directed Autopreparation afforded the title compound (D49). MS (ES+) m/e 321 [M+H]+.

Workup

  1. filtrationThe mixture was then filtered through kieselguhr
  2. customPurification by Mass Directed Autopreparation

Sources & evidence

ORD record
ord-51483823dd264f419feba0dd92077816
Source dataset
uspto-grants-2011_02
Patent number
US07888347B2

Reaction notes

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