HCID 51072019, compound → HCID 18455579, compound
Reaction equation
[CH3:1][C@H:2]1[O:7][C@@H:6]([CH3:8])[CH2:5][N:4]([C:9]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][C:10]=2[CH:11]=[O:12])[CH2:3]1.C[C@H]1O[C@H](C)CN(C2C=CC(F)=CC=2C=O)C1>>[CH3:1][CH:2]1[O:7][CH:6]([CH3:8])[CH2:5][N:4]([C:9]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][C:10]=2[CH:11]=[O:12])[CH2:3]1Participants
3
Procedure
In a manner similar to that described in Example 1 (Step 1) cis-2-(2,6-dimethylmorpholin-4-yl)-5-fluorobenzaldehyde and trans-2-(2,6-dimethylmorpholin-4-yl)-5-fluorobenzaldehyde are obtained in 24% and 6% yields as a yellow solid and a yellow oil, respectively. Cis-isomer: 1H NMR (400 MHz, CDCl3) δ 10.37, 7.50, 7.31-7.24, 7.14, 7.12, 3.97-3.86, 3.00, 2.64, 1.24; and trans-isomer: 1H NMR (400 MHz, CDCl3) δ 10.45, 7.50, 7.14, 7.12, 4.27-4.17, 3.07, 2.76, 2.74, 1.35.
Workup
- customare obtained in 24% and 6%
- customyields as a yellow solid
Sources & evidence
- ORD record
- ord-099ba0a5a92a45ec8985f84ae35eee1d
- Source dataset
- uspto-grants-2009_10
- Patent number
- US07605157B2
Reaction notes
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