Dichloromethane → HCID 59515734, compound

HRID 1161289Notes

Reaction equation

HRID 1161289 reaction equation
[C:1]([O:4][CH2:5][CH2:6][NH:7][C:8]1[C:9]([NH2:25])=[C:10]2[C:15](=[CH:16][CH:17]=1)[C:14](=[O:18])[N:13]([CH2:19][CH2:20][O:21][C:22](=[O:24])[CH3:23])[CH:12]=[CH:11]2)(=[O:3])[CH3:2].[F:26][C:27]1[C:32]([C:33]([F:36])([F:35])[F:34])=[CH:31][CH:30]=[CH:29][C:28]=1[CH2:37][C:38](O)=[O:39].F[P-](F)(F)(F)(F)F.C[N+](C)=C(N(C)C)ON1C2N=CC=CC=2N=N1.C(N(CC)C(C)C)(C)C.C(Cl)Cl>>[C:1]([O:4][CH2:5][CH2:6][NH:7][C:8]1[C:9]([NH:25][C:38](=[O:39])[CH2:37][C:28]2[CH:29]=[CH:30][CH:31]=[C:32]([C:33]([F:34])([F:35])[F:36])[C:27]=2[F:26])=[C:10]2[C:15](=[CH:16][CH:17]=1)[C:14](=[O:18])[N:13]([CH2:19][CH2:20][O:21][C:22](=[O:24])[CH3:23])[CH:12]=[CH:11]2)(=[O:3])[CH3:2]

Participants

6

Reactant 5

HCID 6344DichloromethaneHCID 81531DiisopropylethylamineHCID 27375882-Fluoro-3-(trifluoromethyl)phenylacetic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 59515926HCID 59515926, compound

Product 1

HCID 59515734HCID 59515734, compound

Conditions

Temperature
40 °C

Procedure

A reaction vial was charged with acetic acid 2-[6-(2-acetoxy-ethylamino)-5-amino-1-oxo-1H-isoquinolin-2-yl]-ethyl ester (100.00 mg, 0.00028788 mol), 2-(2-fluoro-3-(trifluoromethyl)phenyl)acetic acid (76.74 mg, 0.0003454 mol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (274 mg, 0.000720 mol), N,N-diisopropylethylamine (0.125 mL, 0.000720 mol) and methylene chloride (3 mL, 0.05 mol) and the reaction heated at 40° C. for 5 h. The solvent was removed and the residue purified by flash chromatography to obtain the product as an off white solid. MS m/z=552.3 (M+H).

Workup

  1. customA reaction
  2. customThe solvent was removed
  3. customthe residue purified by flash chromatography
  4. customto obtain the product as an off white solid

Sources & evidence

ORD record
ord-a71485c61de147a38adb639418f8bfb3
Source dataset
uspto-grants-2010_10
Patent number
US07816371B2

Reaction notes

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