Hydrochloric Acid → HCID 67408134, compound

HRID 1913470Notes

Reaction equation

HRID 1913470 reaction equation
C(OC([N:8]1[CH2:33][CH2:32][C:11]2([CH2:14][N:13]([C@H:15]3[C:23]4[C:18](=[CH:19][C:20]([C:24]5[CH:29]=[CH:28][C:27]([C:30]#[N:31])=[CH:26][N:25]=5)=[CH:21][CH:22]=4)[CH2:17][CH2:16]3)[CH2:12]2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:34]>O1CCOCC1>[ClH:34].[ClH:34].[CH2:12]1[C:11]2([CH2:10][CH2:9][NH:8][CH2:33][CH2:32]2)[CH2:14][N:13]1[C@H:15]1[C:23]2[C:18](=[CH:19][C:20]([C:24]3[CH:29]=[CH:28][C:27]([C:30]#[N:31])=[CH:26][N:25]=3)=[CH:21][CH:22]=2)[CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67409479HCID 67409479, compound

Product 1

HCID 67408134HCID 67408134, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a mixture of 2-[(R)-5-(5-cyano-pyridin-2-yl)-indan-1-yl]-2,7-diaza-spiro[3.5]nonane-7-carboxylic acid tert-butyl ester (11-1a, 140 mg, 0.32 mmol) in dioxane (3 mL) was added 5 mL of 4N HCl in dioxane. The mixture was stirred for 3 hours. The volatiles were removed under reduced pressure to give the title compound as a brown solid (65 mg, 48%). MS (APCI) 345.1 (M+H)+. Retention time: 1.26 minutes XBridge C18 4.6×50 mm 5 um, 5-100% acetonitrile:water (0.1% formic acid).

Workup

  1. customThe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-c60207689c684bd692055ec288fef4ef
Source dataset
uspto-grants-2013_12
Patent number
US08609680B2

Reaction notes

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