Sodium Dithionite → HCID 66970418, compound

HRID 1363223Notes

Reaction equation

HRID 1363223 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[N:9]=[CH:8][N:7]([C:10]3[N:15]=[C:14]([NH:16][C@H:17]4[C:26]5[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=5)[C:20](=[O:27])[CH2:19][CH2:18]4)[C:13]([N+:28]([O-])=O)=[CH:12][N:11]=3)[C:6]=2[CH:31]=1.[O-]S(S([O-])=O)=O.[Na+].[Na+].C([O-])(O)=O.[Na+]>C1COCC1.O.C(Cl)Cl>[NH2:28][C:13]1[C:14]([NH:16][C@H:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20](=[O:27])[CH2:19][CH2:18]2)=[N:15][C:10]([N:7]2[C:6]3[CH:31]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=3[N:9]=[CH:8]2)=[N:11][CH:12]=1

Participants

7

Reactant 3

HCID 24489Sodium DithioniteHCID 516892Sodium BicarbonateHCID 66970509HCID 66970509, compound

Product 1

HCID 66970418HCID 66970418, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

To the solution of (4R)-4-(2-(6-fluoro-1H-benzo[d]imidazol-1-yl)-5-nitropyrimidin-4-ylamino)-3,4-dihydronaphthalen-1(2H)-one (80 mg) in THF (10 mL) was added Na2S2O4 (480 mg) and NaHCO3 (240 mg) in H2O (10 mL), and stirring continued at room temperature for 1.5 h. The reaction mixture was diluted with CH2Cl2, washed with saturated brine, dried over MgSO4, and concentrated in vacuo. The crude (32 mg) was subjected to the next step without further purification.

Workup

  1. washwashed with saturated brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated in vacuo
  4. customThe crude (32 mg) was subjected to the next step without further purification

Sources & evidence

ORD record
ord-727aa897689b400fa7b7d7c62f6690ed
Source dataset
uspto-grants-2011_02
Patent number
US07884109B2

Reaction notes

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