4-Nitrophenyl chloroformate → HCID 69037811, compound

HRID 1766103Notes

Reaction equation

HRID 1766103 reaction equation
[C:1]([NH:5][C:6]([C:8]1[S:29][C:11]2[N:12]=[C:13]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[N:14]=[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([NH2:22])[CH:17]=3)[C:10]=2[C:9]=1[NH2:30])=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[C:32]([O:34][C:35]1[CH:40]=[CH:39][C:38]([N+:41]([O-:43])=[O:42])=[CH:37][CH:36]=1)=[O:33]>C(Cl)Cl>[C:1]([NH:5][C:6]([C:8]1[S:29][C:11]2[N:12]=[C:13]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[N:14]=[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([NH:22][C:32]([O:34][C:35]4[CH:36]=[CH:37][C:38]([N+:41]([O-:43])=[O:42])=[CH:39][CH:40]=4)=[O:33])[CH:17]=3)[C:10]=2[C:9]=1[NH2:30])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 821294-Nitrophenyl chloroformateHCID 69284083HCID 69284083, compound

Product 1

HCID 69037811HCID 69037811, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

tert-Butyl 5-amino-2-phenyl-4-(3-aminophenyl)-thieno[2,3-d]pyrimidine-6-carboxamide (example 31(g), 2.0 g) was dissolved in dry CH2Cl2 (20 ml). Subsequently, a solution of p-nitro-phenyl chloroformate (520 mg) in dry CH2Cl2 (10 ml) was added dropwise and the reaction mixture was stirred at room temperature. After 3 h, the reaction mixture was washed with H2O. The organic layer was dried (MgSO4) and concentrated under reduced pressure.

Workup

  1. washthe reaction mixture was washed with H2O
  2. dry with materialThe organic layer was dried (MgSO4)
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d3239d7a05e34172845e206db82d2c94
Source dataset
uspto-grants-2007_06
Patent number
US07229990B2

Reaction notes

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