2-Methoxybenzaldehyde → HCID 86680953, compound

HRID 1852358Notes

Reaction equation

HRID 1852358 reaction equation
[NH2:1][C@H:2]([CH2:15][N:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1)[C@@H:3]([C:5]1[CH:14]=[CH:13][C:8]2OCCO[C:7]=2[CH:6]=1)[OH:4].[CH3:21][O:22]C1C=CC=CC=1C=O>>[NH2:1][C@H:2]([CH2:15][N:16]1[CH2:17][CH2:18][CH2:19][CH2:20]1)[C@@H:3]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:13][C:14]=1[O:22][CH3:21])[OH:4]

Participants

3

Reactant 2

HCID 86582-MethoxybenzaldehydeHCID 113579201-Pyrrolidinepropanol, β-amino-α-(2,3-dihydro-1,4-benzodioxin-6-yl)-, (αR,βR)-

Product 1

HCID 86680953HCID 86680953, compound

Procedure

Prepared in a manner similar to (1R,2R)-2-amino-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(pyrrolidin-1-yl)propan-1-ol as described in U.S. Pat. No. 6,855,830 and starting with 2-methoxy-benzaldehyde. Clear oil. HPLC system A 98% (tR=4.52 min) NMR (500 MHz, CDCl3) δ 7.47-7.48 (d, 1H), 7.25-7.29 (1H, M), 6.80-7.02 (m, 1H), 6.87-6.88 (d, 1H), 5.065 (s, 1H), 3.83 (s, 3H), 3.71-3.73 (1H, M), 3.22-3.24 (m, 1H), 2.80-2.84 (m, 1H), 2.55-2.58 (m, 5H), 1.80 (m, 4H).

Sources & evidence

ORD record
ord-ce6dd55d3a55409b92fccdc71bce4ce2
Source dataset
uspto-grants-2015_02
Patent number
US08961959B2

Reaction notes

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