Hydrochloric Acid → HCID 67666777, compound

HRID 1289992Notes

Reaction equation

HRID 1289992 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[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[CH:15]=[CH:14][C:13]=2[O:24][CH3:25])[CH:6]1[C:26]1[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=1)=[O:4].[ClH:33]>CO.C(OCC)C>[ClH:33].[ClH:33].[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[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[CH:15]=[CH:14][C:13]=2[O:24][CH3:25])[CH:6]1[C:26]1[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=1)=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67666778HCID 67666778, compound

Product 1

HCID 67666777HCID 67666777, compound

Reagents, catalysts & solvents 1

HCID 21864698Diethyl ether methanolSolvent

Procedure

Exposure of the product from Step B above to 2.2 equivalents of HCl in methanol/ethyl ether followed by evaporation provided the title compound. NMR (400 MHz, CD3OD): δ 8.81 (d, 1H, J=5 Hz), 8.64 (td, 1H, J=8,1 Hz), 8.35 (d, 1H, J=8 Hz), 8.06 (dd, 1H, J=9,2 Hz), 8.02-7.96 (m, 2H), 7.45 (dd, 2H, J=9,5 Hz), 7.34 (d, 1H, J=9 Hz), 7.20 (t, 2H, J=9 Hz), 4.31 (d, 1H, J=13 Hz), 4.15 (d, 1H, J=13 Hz), 4.03-3.96 (m, 1H), 3.90 (dd, 1H, J=9,8 Hz), 3.85 (s, 3H), 3.64 (s, 3H), 3.46 (quartet, 1H, J=9 Hz), 2.54-2.38 (m, 2H), 2.25-2.14 (m, 1H), 2.08-1.96 (m, 1H).

Sources & evidence

ORD record
ord-811ceb1da2fb428fa06d6086d6b200b4
Source dataset
uspto-grants-1998_05
Patent number
US05750549

Reaction notes

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