Ammonia → HCID 24205687, compound

HRID 1929543Notes

Reaction equation

[CH2:1]1[O:17][C:16]2[C:3](=[CH:4][C:5]3[CH:6]=[C:7]([C:26]([NH:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][C:34]([O:36]C)=[O:35])=[O:27])[C:8]4[C:13]([C:14]=3[CH:15]=2)=[CH:12][C:11]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:10][CH:9]=4)[O:2]1.N>>[CH2:1]1[O:17][C:16]2[C:3](=[CH:4][C:5]3[CH:6]=[C:7]([C:26]([NH:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][C:34]([OH:36])=[O:35])=[O:27])[C:8]4[C:13]([C:14]=3[CH:15]=2)=[CH:12][C:11]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:10][CH:9]=4)[O:2]1

Participants

Reactant 2

HCID 222Ammonia

HCID 86625131HCID 86625131, compound

Product 1

HCID 24205687HCID 24205687, compound

Procedure

General procedure e from 10 (100%); white needles; mp 198-200° C.; 1H NMR (400.13 MHz) δ 8.06 (d, J=4 Hz, 1H), 7.79 (d, J=2 Hz, 1H), 7.75 (s, 1H), 7.48 (s, 1H), 7.40 (d, J=4 Hz, 2H), 7.30 (t, J=4 Hz, 2H), 7.23 (m, 1H), 7.16 (dd, J=4 Hz, 2 Hz, 1H), 7.09 (s, 1H), 6.00 (s, 2H), 5.15 (s, 2H), 3.23 (m, 2H), 2.23 (t, J=6 Hz, 2H), 1.58 (m, 4H), 1.36 (m, 2H); MS (DCI/NH3) m/e: 486 (M+H)+.

Sources & evidence

ORD record: ord-78157e5ca09448e794686b31c5f1196e
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188089B2

Reaction notes

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