Triethylamine → HCID 69292180, compound

HRID 2224358Notes

Reaction equation

HRID 2224358 reaction equation
[C:1]([N:4]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH:9]=[CH:8][C:7]2[CH:16]=[CH:17][C:18]([C:20]3[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=3[C:22](O)=[O:23])=[N:19][C:6]=2[CH2:5]1)(=[O:3])[CH3:2].CN.Cl.F[P-](F)(F)(F)(F)F.[N:39]1(O[P+](N(C)C)(N(C)C)N(C)C)[C:43]2C=CC=CC=2N=N1.CCN(CC)CC>>[C:1]([N:4]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH:9]=[CH:8][C:7]2[CH:16]=[CH:17][C:18]([C:20]3[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=3[C:22]([NH:39][CH3:43])=[O:23])=[N:19][C:6]=2[CH2:5]1)(=[O:3])[CH3:2]

Participants

5

Reactant 4

HCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 6364545Methylamine hydrochlorideHCID 692915382-(11-Acetyl-11,12-dihydro-1,11-diaza-dibenzo[a,e]cycloocten-2-yl)-benzoic acid

Product 1

HCID 69292180HCID 69292180, compoundYield 48%

Procedure

A mixture of 61A, MeNH2.HCl (20 mg, 0.30 mmol), BOP (37 mg, 0.084 mmol) and Et3N (50 μl, 0.036 mmol) was stirred at room temperature for 30 minutes. The reaction mixture was concentrated and purified by flash chromatography (SiO2, 100% CH2Cl2 then 100% EtOAc) to give 61B (11.1 mg, 48% for two steps). HPLC Rt=2.063 min; LCMS Found: (M+H)+=384.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by flash chromatography (SiO2, 100% CH2Cl2

Sources & evidence

ORD record
ord-0c3a1c62704041c6aeb1ab2ce18a92cb
Source dataset
uspto-grants-2008_05
Patent number
US07378426B2

Reaction notes

Loading…