Hydrochloric Acid → HCID 46200296, compound

HRID 2046070Notes

Reaction equation

HRID 2046070 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]([CH2:12][C:13]2[S:17][C:16]([C:18]3[CH:33]=[CH:32][C:21]([CH2:22][NH:23][CH:24]4[CH2:29][O:28]C(C)(C)[O:26][CH2:25]4)=[CH:20][CH:19]=3)=[CH:15][CH:14]=2)[CH:9]([CH3:11])[CH3:10])=[CH:4][CH:3]=1.CO.Cl>C(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]([CH2:12][C:13]2[S:17][C:16]([C:18]3[CH:19]=[CH:20][C:21]([CH2:22][NH:23][CH:24]([CH2:25][OH:26])[CH2:29][OH:28])=[CH:32][CH:33]=3)=[CH:15][CH:14]=2)[CH:9]([CH3:10])[CH3:11])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 66614928HCID 66614928, compound

Product 1

HCID 46200296HCID 46200296, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of the product of Step A (0.025 g, 0.05 mmol) in a mixture of solvents (CH3OH, CH2Cl2, 30% HCl: 1 ml, 3 ml, 15 drops) was stirred for 3 h at room temperature. The solvents were evaporated and co-evaporated with iPrOH to give the title compound (0.012 g, 48%) as creamy paste. 1H-NMR (CDCl3) 7.45 (d, 2H, J=8.12 Hz); 7.23-7.33 (m, 4H); 7.16-7.09 (m, 3H); 6.88 (d, 2H, J=3.68 Hz); 4.95 (bs, 1H); 4.21 (s, 2H); 4.07-4.02 (m, 1H); 3.92-3.68 (m, 6H); 3.29-3.26 (m, 1H); 1.03 (d, 6H, J=6.6 Hz).

Workup

  1. customThe solvents were evaporated

Sources & evidence

ORD record
ord-cec6dec44c9a4575ab410d2cc460df00
Source dataset
uspto-grants-2013_11
Patent number
US08592399B2

Reaction notes

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