Sodium borohydride → HCID 58119363, compound

HRID 2167500Notes

Reaction equation

HRID 2167500 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8][C:9]2[O:13][C:12]([CH:14]3[CH2:16][CH2:15]3)=[N:11][C:10]=2[C:17]2[CH:18]=[CH:19][C:20]([C:23](=[O:25])[CH3:24])=[N:21][CH:22]=2)=[N:6][CH:7]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8][C:9]2[O:13][C:12]([CH:14]3[CH2:16][CH2:15]3)=[N:11][C:10]=2[C:17]2[CH:18]=[CH:19][C:20]([CH:23]([OH:25])[CH3:24])=[N:21][CH:22]=2)=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 44816177HCID 44816177, compound

Product 1

HCID 58119363HCID 58119363, compoundYield 80.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of Example 88 (16 mg, 0.04 mmol) in MeOH (10 mL) at rt was added NaBH4 (1.6 mg, 0.04 mmol). The resulting solution was stirred at rt for 1 h. Upon completion of the reaction as judged by TLC analysis, the reaction was concentrated to dryness and purified on silica gel to afford the titled compound (12 mg). LC/MS: m/e 373.9 (M+H)+.

Workup

  1. customUpon completion of the reaction
  2. concentrationthe reaction was concentrated to dryness
  3. custompurified on silica gel

Sources & evidence

ORD record
ord-9ee8afd5b49145658d8c7df26dfa8ce3
Source dataset
uspto-grants-2015_06
Patent number
US09045467B2

Reaction notes

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