Hydrochloric Acid → HCID 66633775, compound

HRID 714487Notes

Reaction equation

HRID 714487 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][C:10]2[CH:11]=[C:12]([C:16]([NH:18][CH2:19][CH2:20][NH:21]C(=O)OC(C)(C)C)=[O:17])[CH:13]=[CH:14][CH:15]=2)[C:5]([C:29]#[N:30])=[C:4]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:3]=1[C:37]#[N:38].[ClH:39]>O1CCOCC1>[ClH:39].[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][C:10]2[CH:11]=[C:12]([C:16]([NH:18][CH2:19][CH2:20][NH2:21])=[O:17])[CH:13]=[CH:14][CH:15]=2)[C:5]([C:29]#[N:30])=[C:4]([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:3]=1[C:37]#[N:38]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68616629HCID 68616629, compound

Product 1

HCID 66633775HCID 66633775, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

79 mg (0.15 mmol) of tert-butyl (2-{[(3-{[(6-amino-3,5-dicyano-4-phenylpyridin-2-yl)sulfanyl]-methyl}phenyl)carbonyl]amino}ethyl)carbamate Example 57A were initially charged in 1 ml of dioxane. After addition of 21.6 mg (0.6 mmol) of 4 N hydrochloric acid in dioxane, the mixture was stirred at RT overnight. The reaction mixture was evaporated. The residue was purified by preparative HPLC (Chromasil, water/acetonitrile).

Workup

  1. customThe reaction mixture was evaporated
  2. customThe residue was purified by preparative HPLC (Chromasil, water/acetonitrile)

Sources & evidence

ORD record
ord-35b9bb8830d144abb167e51408c6004f
Source dataset
uspto-grants-2015_11
Patent number
US09187428B2

Reaction notes

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