3-Hydroxybenzoic Acid → HCID 69130590, compound

HRID 2253278Notes

Reaction equation

HRID 2253278 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[CH:14][C:15]2[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[C:17]([O:23][CH3:24])[CH:16]=2)[C:9]([N:11]([CH3:13])[CH3:12])=[O:10])=[CH:4][CH:3]=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.[OH:52][C:53]1[CH:54]=[C:55]([CH:59]=[CH:60][CH:61]=1)[C:56](O)=[O:57].C(N(CC)CC)C>CN(C=O)C.O>[CH3:24][O:23][C:17]1[CH:16]=[C:15]([CH:14]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([NH:1][C:56](=[O:57])[C:55]3[CH:59]=[CH:60][CH:61]=[C:53]([OH:52])[CH:54]=3)=[CH:3][CH:4]=2)[C:9](=[O:10])[N:11]([CH3:13])[CH3:12])[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=1

Participants

7

Reactant 4

HCID 74203-Hydroxybenzoic AcidHCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 69130610HCID 69130610, compound

Product 1

HCID 69130590HCID 69130590, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-(4-aminophenyl)-3-(3,5-dimethoxyphenyl)-N,N-dimethylacrylamide, 43, (0.59 g, 1.5 mmol), benzotriazol-1-yloxytris-(dimethylamino)-phosphonium hexafluorophosphate (BOP,0.88 g, 2.0 mmol), 3-hydroxybenzoic acid (0.28 g, 2.0 mmol), triethylamine (0.2 g, 2.0 mmol) in DMF (8.0 mL) was stirred for 3 h at room temperature. The reaction mixture was poured in water (50 mL) and solid separated was filtered, dried and purity was checked by HPLC (97.6%).

Workup

  1. customsolid separated
  2. filtrationwas filtered
  3. customdried

Sources & evidence

ORD record
ord-f660e08a57724917a2b5451363c8b9ff
Source dataset
uspto-grants-2008_01
Patent number
US07323496B2

Reaction notes

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