(4E)-6-Fluoro-N-methoxy-3,4-dihydro-2H-1-benzopyran-4-imine → 6-fluoro-3,4-dihydro-2H-1-benzopyran-4-amine

HRID 2092159Notes

Reaction equation

HRID 2092159 reaction equation
CO[N:3]=[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([F:14])[CH:12]=2)[O:7][CH2:6][CH2:5]1.CON=C1C2C(=CC=C(C)C=2)OCC1>>[F:14][C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[O:7][CH2:6][CH2:5][CH:4]2[NH2:3]

Participants

3

Reactant 2

HCID 73696137(4E)-6-Fluoro-N-methoxy-3,4-dihydro-2H-1-benzopyran-4-imineHCID 86605441(4E)-N-Methoxy-6-methyl-3,4-dihydro-2H-1-benzopyran-4-imine

Product 1

HCID 162444136-fluoro-3,4-dihydro-2H-1-benzopyran-4-amine

Procedure

The title compound was prepared using the procedure as described in Example 7B, substituting the product of Example 10A for the product of Example 7A. 1H NMR (300 MHz, CDCl3) δ 7.03 (dd, 1H, J=9.1 and 3.1 Hz), 6.85 (m, 1H), 6.74 (m, 1H), 4.15-4.29 (m, 2H), 4.02 (m, 1H), 2.10-2.20 (m, 1H), 1.79-1.89 (m, 1H). MS (DCI) m/e 168 (M+H)+.

Sources & evidence

ORD record
ord-d5ee96e26d534624a206416d42c5b9b6
Source dataset
uspto-grants-2013_05
Patent number
US08440691B2

Reaction notes

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