Water → HCID 178518603, compound

HRID 1497234Notes

Reaction equation

HRID 1497234 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=O.[NH:20]1[C:24]([CH2:25][C:26](O)=[O:27])=[N:23][N:22]=[N:21]1.CCCP1(OP(CCC)(=O)OP(CCC)(=O)O1)=O.O>C(OCC)(=O)C>[C:14]1([C:12]2[C:3]3[C:2](=[CH:7][CH:6]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:4]=3)[NH:1][C:26](=[O:27])[C:25]=2[C:24]2[NH:23][N:22]=[N:21][N:20]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

6

Reactant 4

HCID 962WaterHCID 111923Propylphosphonic anhydrideHCID 13014169(2-Amino-5-(trifluoromethyl)phenyl)(phenyl)methanoneHCID 178525261HCID 178525261, compound

Product 1

HCID 178518603HCID 178518603, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

(2-Amino-5-(trifluoromethyl)phenyl)(phenyl)methanone (300 mg, 1.13 mmol) and 2-(1H-tetrazol-5-yl)acetic acid (145 mg, 1.13 mmol) were suspended in ethyl acetate (10 ml). Then 1-propanephosphonic acid cyclic anhydride (2.02 g, 1.89 ml, 50% solution in EtOAc, 3.18 mmol) was added and the mixture was heated to 50° C. overnight. Then water was added at room temperature and the resulting precipitate was filtered, washed with water and heptane and dried at 50° C. and 15 mbar to afford the title compound (380 mg, 94%) as yellow solid. MS (ESI): 356.5 (M−H)−.

Workup

  1. filtrationthe resulting precipitate was filtered
  2. washwashed with water and heptane
  3. customdried at 50° C.

Sources & evidence

ORD record
ord-6fbe562634c0437582afb731983155a1
Source dataset
uspto-grants-2015_12
Patent number
US09199938B2

Reaction notes

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