Sodium borohydride → HCID 67957745, compound

HRID 1254020Notes

Reaction equation

HRID 1254020 reaction equation
Cl.[NH2:2][C@@H:3]1[C@@H:8]([C:9]2[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=2[F:16])[O:7][CH2:6][C@H:5]([N:17]2[CH2:24][C:23]3[C:19](=[N:20][N:21]([CH2:25][C:26](O)=[O:27])[CH:22]=3)[CH2:18]2)[CH2:4]1.[BH4-].[Na+]>CO>[NH2:2][C@@H:3]1[C@@H:8]([C:9]2[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=2[F:16])[O:7][CH2:6][C@H:5]([N:17]2[CH2:24][C:23]3[C:19](=[N:20][N:21]([CH2:25][CH2:26][OH:27])[CH:22]=3)[CH2:18]2)[CH2:4]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 67957983HCID 67957983, compound

Product 1

HCID 67957745HCID 67957745, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of product obtained in Example 3 (400 mg, 1.019 mmol) in MeOH (10 mL) was added sodium borohydride (154 mg, 4.18 mmol). The mixture was stirred at RT for 2 h and then concentrated. The resulting material was purified on silica gel eluting with 0-5% MeOH (containing 10% NH4OH)/CH2Cl2 to give the title compound as a white solid. LC/MS=365.25 [M+1].

Workup

  1. concentrationconcentrated
  2. customThe resulting material was purified on silica gel eluting with 0-5% MeOH (containing 10% NH4OH)/CH2Cl2

Sources & evidence

ORD record
ord-056513783fdc47799d1f675dc0fbaeec
Source dataset
uspto-grants-2013_06
Patent number
US08455533B2

Reaction notes

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