2-Pyrazinecarboxylic acid → HCID 67165886, compound

HRID 552230Notes

Reaction equation

HRID 552230 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.[N:29]1[CH:34]=[CH:33][N:32]=[CH:31][C:30]=1[C:35](O)=[O:36].C([O-])(=[O:40])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:35]([C:30]3[CH:31]=[N:32][CH:33]=[CH:34][N:29]=3)=[O:36])[CH3:28])=[O:40])[CH:15]=1)[NH:25][C:24]1[CH:23]=[N:22][CH:21]=[CH:20][C:19]2=1

Participants

4

Reactant 3

HCID 10472-Pyrazinecarboxylic acidHCID 517165Ammonium AcetateHCID 67165574[4-(2-Amino-propyl)-6,6-dimethyl-morpholin-3-ylmethyl]-(6-chloro-9H-beta-carbolin-8-yl)-amine

Product 1

HCID 67165886HCID 67165886, compoundYield 62%

Procedure

The desired compound was prepared from [4-(2-Amino-propyl)-6,6-dimethyl-morpholin-3-ylmethyl]-(6-chloro-9H-beta-carbolin-8-yl)-amine and 2-pyrazine carboxylic acid following Method E in 62% yield. 1H-NMR (300 MHz, DMSO): δ 12.9 (1H, s), 10.89 (1H, s), 9.42 (1H, s), 9.0 (1H, s), 8.8 (1H, d), 8.6 (1H, d), 8.4 (1H, s), 8.2 (1H, m), 4.5 (1H, m), 4.1 (2H, m), 3.1 (1H, m), 2.1 (4H, m), 1.23 (9H, m). Retention time (LC, method: ammonium acetate standard): 1.69 min. MS (M+): 522.2

Workup

  1. custom1.69 min

Sources & evidence

ORD record
ord-a3b1a72b1f084d04a89c3e7c987229f6
Source dataset
uspto-grants-2011_05
Patent number
US07951801B2

Reaction notes

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