Hydrochloric Acid → HCID 68706552, compound

HRID 889315Notes

Reaction equation

HRID 889315 reaction equation
[Cl-:1].[Ca+2].[Cl-].[BH4-].[Na+].C[O:7][C:8](=O)[C:9]1[CH:14]=[CH:13][N:12]=[C:11]([N:15]2[C:19](=[O:20])[C:18]([C:21]3[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=3)=[CH:17][NH:16]2)[CH:10]=1.Cl>C(O)C>[ClH:1].[OH:7][CH2:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([N:15]2[C:19](=[O:20])[C:18]([C:21]3[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=3)=[CH:17][NH:16]2)[CH:10]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 5284359Calcium ChlorideHCID 59186993HCID 59186993, compound

Product 1

HCID 68706552HCID 68706552, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

197 mg (1.77 mmol) calcium chloride and 319 mg (8.44 mmol) sodium borohydride are initially introduced into 26 ml ethanol, 50 mg (169 μmol) of the compound from Example 42 are added in portions at 0° C. and the mixture is stirred overnight at RT. The reaction mixture is adjusted to a slightly acid pH by addition of 1 M hydrochloric acid and concentrated and the residue is purified by means of preparative HPLC(RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% conc. hydrochloric acid).

Workup

  1. additionare added in portions at 0° C.
  2. concentrationconcentrated
  3. customthe residue is purified by means of preparative HPLC(RP18 column
  4. additionmobile phase: acetonitrile/water gradient with addition of 0.1% conc. hydrochloric acid)

Sources & evidence

ORD record
ord-60ec1038a4ca4eea8674741d2342cded
Source dataset
uspto-grants-2012_08
Patent number
US08252817B2

Reaction notes

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