Diisopropylethylamine → HCID 178522665, compound

HRID 1880598Notes

Reaction equation

HRID 1880598 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:19]=[CH:18][C:17]([O:20][C:21]([F:24])([F:23])[F:22])=[CH:16][CH:15]=3)=[CH:10][C:9]=2[CH2:25][CH2:26][C:27]2[CH:35]=[CH:34][C:30]([C:31](O)=[O:32])=[CH:29][CH:28]=2)[CH:5]=[CH:6][CH:7]=1.CCN(C(C)C)C(C)C.[NH:45]1[C:49]([NH2:50])=[N:48][N:47]=[N:46]1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:19]=[CH:18][C:17]([O:20][C:21]([F:24])([F:23])[F:22])=[CH:16][CH:15]=3)=[CH:10][C:9]=2[CH2:25][CH2:26][C:27]2[CH:35]=[CH:34][C:30]([C:31]([NH:50][C:49]3[NH:48][N:47]=[N:46][N:45]=3)=[O:32])=[CH:29][CH:28]=2)[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 69311697HCID 69311697, compoundHCID 178509299HCID 178509299, compound

Product 1

HCID 178522665HCID 178522665, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

A DMF solution (1 mL) containing 4-{2-[3-chloro-4″-(trifluoromethoxy)-1,1′:4′,1″-terphenyl-2′-yl]ethyl}benzoic acid (12 mg, 0.024 mmol), prepared using the procedures described in EXAMPLE 1, DIEA (21 μg, 0.12 mmol), 1H-tetrazol-5-amine (3 mg, 0.036 mmol), and BOP (21 mg, 0.048 mmol) was heated at 50° C. for 30 minutes. The solution was then purified directly by RP-HPLC to give the title compound. LCMS1 4.36 min (N+H)=564

Workup

  1. customprepared
  2. customThe solution was then purified directly by RP-HPLC

Sources & evidence

ORD record
ord-853b141655194931a3e610b567703e95
Source dataset
uspto-grants-2012_11
Patent number
US08318760B2

Reaction notes

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