Ammonium Acetate → HCID 67165016, compound

HRID 552226

Reaction equation

[NH2:1][CH:2]([CH3:28])[CH2:3][N:4]1[CH2:9][C:8]([CH3:11])([CH3:10])[O:7][CH2:6][CH:5]1[CH2:12][NH:13][C:14]1[CH:15]=[C:16]([Cl:27])[CH:17]=[C:18]2[C:26]=1[NH:25][C:24]1[CH:23]=[N:22][CH:21]=[CH:20][C:19]2=1.[CH3:29][C:30]1[C:35]([C:36](O)=[O:37])=[C:34]([CH3:39])[N:33]=[CH:32][N:31]=1.C([O-])(=[O:42])C.[NH4+]>>[Cl:27][C:16]1[CH:17]=[C:18]2[C:26](=[C:14]([NH:13][C:12]([CH:5]3[CH2:6][O:7][C:8]([CH3:11])([CH3:10])[CH2:9][N:4]3[CH2:3][CH:2]([NH:1][C:36]([C:35]3[C:34]([CH3:39])=[N:33][CH:32]=[N:31][C:30]=3[CH3:29])=[O:37])[CH3:28])=[O:42])[CH:15]=1)[NH:25][C:24]1[CH:23]=[N:22][CH:21]=[CH:20][C:19]2=1

Participants

Reactant 3

HCID 517165Ammonium Acetate

HCID 149222224,6-Dimethylpyrimidine-5-carboxylic acid

HCID 67165574HCID 67165574, compound

Product 1

HCID 67165016HCID 67165016, compoundYield 51%

Procedure

The desired compound was prepared using [4-(2-Amino-propyl)-6,6-dimethyl-morpholin-3-ylmethyl]-(6-chloro-9H-beta-carbolin-8-yl)-amine and 4,6-dimethylpyrimidine-5-carboxylic acid following Method E in 51% yield. 1H-NMR (300 MHz, DMSO): δ 11.27 (1H, s), 10.02 (1H, s), 9.0 (1H, s), 8.86 (1H, s), 8.5 (1H, d), 8.3 (1H, d), 8.22 (2H, m), 7.88 (1H, s), 4.1 (1H, m), 3.9 (2H, m), 2.99 (2H, m), 2.36 (6H, s), 2.1 (2H, m), 1.3 (3H, s), 1.24 (6H, m). Retention time (LC, method: ammonium acetate standard): 1.50 min. MS (M+H+): 551

Workup

custom1.50 min

Sources & evidence

ORD record: ord-fffb34a5b3e34184aa1c0ad79684db7c
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07951801B2

Linked notes

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