Ammonia → HCID 24205686, compound

HRID 1929544Notes

Reaction equation

C1OC2C(=CC3C=C(CNC(C)CCCCO)C4C(C=3C=2)=CC(OCC2C=CC=CC=2)=CC=4)O1.[CH2:35]1[O:51][C:50]2[C:37](=[CH:38][C:39]3[CH:40]=[C:41]([C:60]([NH:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][C:68]([O:70]C)=[O:69])=O)[C:42]4[C:47]([C:48]=3[CH:49]=2)=[CH:46][C:45]([O:52][CH2:53][C:54]2[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=2)=[CH:44][CH:43]=4)[O:36]1.N>>[CH2:35]1[O:51][C:50]2[C:37](=[CH:38][C:39]3[CH:40]=[C:41]([CH2:60][NH:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][C:68]([OH:70])=[O:69])[C:42]4[C:47]([C:48]=3[CH:49]=2)=[CH:46][C:45]([O:52][CH2:53][C:54]2[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=2)=[CH:44][CH:43]=4)[O:36]1

Participants

Reactant 3

HCID 222Ammonia

HCID 86625131HCID 86625131, compound

HCID 86625132HCID 86625132, compound

Product 1

HCID 24205686HCID 24205686, compound

Procedure

N-(2,3-Methylenedioxy-6-benzyloxy-phenanthr-9-ylmethyl)-5-aminohexanol (13) General procedure f from 10 (95%); white powder; mp 175-177° C.; 1H NMR (400.13 MHz) δ 7.90 (d, J=4 Hz, 1H), 7.86 (d, J=2 Hz, 1H), 7.76 (s, 1H), 7.45 (s, 1H), 7.44 (d, J=4 Hz, 2H), 7.32 (t, J=4 Hz, 2H), 7.26 (m, 1H), 7.24 (dd, J=4 Hz, 2 Hz, 1H), 7.14 (s, 1H), 6.03 (s, 2H), 5.22 (s, 2H), 4.24 (s, 2H), 3.53 (t, J=6 Hz, 2H), 2.72 (t, J=6 Hz, 2H), 1.58 (m, 2H), 1.47 (m, 2H), 1.29 (m, 4H); MS (DCI/NH3) m/e: 458 (M+H)+. Anal. (C29H31O4N) C, H, N.

Sources & evidence

ORD record: ord-e1168b1fa68f494293cc36c26bf367a5
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188089B2

Reaction notes

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