Ammonia → HCID 16748946, compound

HRID 1929554Notes

Reaction equation

HRID 1929554 reaction equation
[CH2:1]1[O:17][C:16]2[C:3](=[CH:4][C:5]3[CH:6]=[C:7]([CH2:20][NH:21][CH2:22][CH2:23][CH2:24][CH2:25]CC(O)=O)[C:8]4[C:13]([C:14]=3[CH:15]=2)=[CH:12][C:11]([O:18][CH3:19])=[CH:10][CH:9]=4)[O:2]1.[CH2:30]1OC2C(=CC3C=C(C(O)=O)C4C(C=3C=2)=CC(OC)=CC=4)[O:31]1.N>>[CH2:1]1[O:17][C:16]2[C:3](=[CH:4][C:5]3[CH:6]=[C:7]([CH2:20][N:21]4[CH2:25][CH2:24][CH2:23][C@@H:22]4[CH2:30][OH:31])[C:8]4[C:13]([C:14]=3[CH:15]=2)=[CH:12][C:11]([O:18][CH3:19])=[CH:10][CH:9]=4)[O:2]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 16748837HCID 16748837, compoundHCID 16749148HCID 16749148, compound

Product 1

HCID 16748946HCID 16748946, compound

Procedure

N-(2,3-Methylenedioxy-6-methoxy-phenanthr-9-ylmethyl)-6-aminohexanoic acid (21) General procedures a, b & c from 10 (78%); white powder; mp 167-169° C.; 1H NMR (400.13 MHz) δ 7.88 (d, J=4 Hz, 1H), 7.76 (s, 1H), 7.71 (d, J=2 Hz, 1H), 7.44 (s, 1H), 7.13 (dd, J=4 Hz, 2 Hz, 1H), 7.05 (s, 1H), 5.99 (s, 2H), 3.87 (s, 2H), 3.82 (s, 3H), 2.75 (m, 2H), 2.23 (t, J=6 Hz, 2H), 1.53 (m, 2H), 1.44 (m, 2H), 1.28 (m, 2H); MS (DCI/NH3) m/e: 396 (M+H)+. Anal. (C23H25O5N) C, H, N.

Sources & evidence

ORD record
ord-126ae9478516433c9346d8c7807959f0
Source dataset
uspto-grants-2012_05
Patent number
US08188089B2

Reaction notes

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