Water → (R)-phenyl[(2R,5S)-5-(4-{[10-(pyridin-2-ylmethyl)-9,10-diazatricyclo[4.2.1.12,5]dec-9-yl]carbonyl}benzyl)pyrrolidin-2-yl]methanol

HRID 1804654Notes

Reaction equation

HRID 1804654 reaction equation
[OH:1][C@H:2]([C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[C@H:3]1[CH2:7][CH2:6][C@@H:5]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([N:17]3[CH:23]4[CH2:24][CH2:25][CH:18]3[CH:19]3[N:26]([CH2:27][C:28]5[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=5)[CH:22]4[CH2:21][CH2:20]3)=[O:16])=[CH:11][CH:10]=2)[N:4]1C(OC(C)(C)C)=O.O>Cl.O1CCOCC1>[C:41]1([C@H:2]([C@H:3]2[CH2:7][CH2:6][C@@H:5]([CH2:8][C:9]3[CH:14]=[CH:13][C:12]([C:15]([N:17]4[CH:18]5[CH2:25][CH2:24][CH:23]4[CH:22]4[N:26]([CH2:27][C:28]6[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=6)[CH:19]5[CH2:20][CH2:21]4)=[O:16])=[CH:11][CH:10]=3)[NH:4]2)[OH:1])[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1

Participants

5

Reactant 2

HCID 962WaterHCID 67986715Tert-butyl (2R,5S)-2-[(R)-hydroxy(phenyl)methyl]-5-(4-{[10-(pyridin-2-ylmethyl)-9,10-diazatricyclo[4.2.1.12,5]dec-9-yl]carbonyl}benzyl)pyrrolidine-1-carboxylate

Product 1

HCID 67972072(R)-phenyl[(2R,5S)-5-(4-{[10-(pyridin-2-ylmethyl)-9,10-diazatricyclo[4.2.1.12,5]dec-9-yl]carbonyl}benzyl)pyrrolidin-2-yl]methanol

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

The title compound from Step C above (30 mg, 0.06 mmol was dissolved in 4 M HCl in dioxane plus 10% water (v/v) (2 mL) and stirred at RT for 2 h. The mixture was concentrated under reduced pressure and dried under high vacuum to give the title compound. ESI-MS calculated for both is C33H36N4O2: Exact Mass: 522.32. Found 523.30.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customdried under high vacuum

Sources & evidence

ORD record
ord-d77f1f8b5d7541dca33d9bc2c7d5496f
Source dataset
uspto-grants-2013_01
Patent number
US08354403B2

Reaction notes

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