Ammonia → HCID 24205677, compound

HRID 1929549Notes

Reaction equation

C[O:2][C:3](=[O:29])[C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[CH2:9][C:10]1[C:11]2[C:16]([C:17]3[CH:18]=[C:19]4[O:26][CH2:25][O:24][C:20]4=[CH:21][C:22]=3[CH:23]=1)=[CH:15][C:14]([O:27][CH3:28])=[CH:13][CH:12]=2.N>>[CH2:25]1[O:26][C:19]2[C:20](=[CH:21][C:22]3[CH:23]=[C:10]([CH2:9][N:5]4[CH2:6][CH2:7][CH2:8][C@H:4]4[C:3]([OH:29])=[O:2])[C:11]4[C:16]([C:17]=3[CH:18]=2)=[CH:15][C:14]([O:27][CH3:28])=[CH:13][CH:12]=4)[O:24]1

Participants

Reactant 2

HCID 222Ammonia

HCID 86625136HCID 86625136, compound

Product 1

HCID 24205677HCID 24205677, compound

Procedure

General procedure e from 30 (100%); white powder; mp 145-146° C.; 1H NMR (400.13 MHz) δ 8.21 (d, J=4 Hz, 1H), 7.77 (s, 1H), 7.72 (d, J=2 Hz, 1H), 7.56 (s, 1H), 7.23 (dd, J=4 Hz, 2 Hz, 1H), 7.10 (s, 1H), 6.04 (s, 2H), 4.05 (s, 2H), 3.96 (s, 3H), 3.16 (m, 1H), 2.36 (m, 2H), 2.14 (m, 2H), 1.81 (m, 2H); MS (DCI/NH3) m/e: 380 (M+H)+. Anal. (C22H21O5N) C, H, N.

Sources & evidence

ORD record: ord-f74bbf70a40e4c39be622d941193d3b2
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188089B2

Reaction notes

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