Hydrochloric Acid → HCID 67666853, compound

HRID 1289987Notes

Reaction equation

HRID 1289987 reaction equation
[CH3:1][O:2][C:3]([CH:5]1[CH2:9][CH2:8][CH:7]([NH:10][CH2:11][C:12]2[CH:17]=[C:16]([C:18]3[S:19][CH:20]=[CH:21][N:22]=3)[CH:15]=[CH:14][C:13]=2[O:23][CH3:24])[CH:6]1[C:25]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=1)=[O:4].[ClH:32]>CO.C(OCC)C>[ClH:32].[CH3:1][O:2][C:3]([CH:5]1[CH2:9][CH2:8][CH:7]([NH:10][CH2:11][C:12]2[CH:17]=[C:16]([C:18]3[S:19][CH:20]=[CH:21][N:22]=3)[CH:15]=[CH:14][C:13]=2[O:23][CH3:24])[CH:6]1[C:25]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=1)=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67666854HCID 67666854, compound

Product 1

HCID 67666853HCID 67666853, compound

Reagents, catalysts & solvents 1

HCID 21864698Diethyl ether methanolSolvent

Procedure

Exposure of the product from Step A above to 1.0 equivalent of HCl in methanol/ethyl ether followed by evaporation provided the title compound. NMR (400 MHz, CD3OD): δ 8.01 (dd, 1H, J=9,2 Hz), 7.87 (d, 1H, J=2 Hz), 7.86 (d, 1H, J=3 Hz), 7.60 (d, 1H, J=3 Hz), 7.40 (dd, 2H, J=9,5 Hz), 7.21 (t, 2H, J=9 Hz), 7.17 (d, 1H, J=9 Hz). 4.25 (d, 1H, J=13 Hz), 4.11 (d, 1H, J=13 Hz), 3.97-3.86 (m, 2H), 3.79 (s, 3H), 3.63 (s, 3H), 3.38 (quartet, 1H, J=9 Hz), 2.51-2.36 (m, 2H), 2.19-1.97 (m, 2H).

Sources & evidence

ORD record
ord-afafcf71009a4b0d8ccc7465a6fd8502
Source dataset
uspto-grants-1998_05
Patent number
US05750549

Reaction notes

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