Ammonia → HCID 22485770, compound

HRID 2181267Notes

Reaction equation

HRID 2181267 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2([C:26]3[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][C:27]=3[F:33])[CH2:16][CH2:15][CH:14]([NH:17][S:18]([CH2:21][C:22]([O:24]C)=O)(=[O:20])=[O:19])[CH2:13][CH2:12]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH3:34]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([C:11]2([C:26]3[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][C:27]=3[F:33])[CH2:12][CH2:13][CH:14]([NH:17][S:18]([CH2:21][C:22]([NH2:34])=[O:24])(=[O:20])=[O:19])[CH2:15][CH2:16]2)(=[O:10])=[O:9])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 20781251HCID 20781251, compound

Product 1

HCID 22485770HCID 22485770, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The ester of Example 38 (40 mg, 0.07 mmol) in ethanol (1.5 ml) was treated with NH3 (1 ml of 25% aqueous solution). The reaction mixture was stirred at ambient temperature for 2 h and evaporated to give a residue (40 mg) which was purified using preparative plate thin layer chromatography eluting with ethyl acetate:hexane 2:1 to yield the desired product (10 mg).

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-15ffc42c2c7f402db650bb891e0baa40
Source dataset
uspto-grants-2005_05
Patent number
US06890956B2

Reaction notes

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