Triethylamine → HCID 24855163, compound

HRID 912723Notes

Reaction equation

FC(F)(F)C(O)=O.[CH3:8][NH:9][CH2:10][CH2:11][N:12]1[C:20]2[N:19]=[CH:18][NH:17][C:16]=2[C:15](=[O:21])[NH:14][C:13]1=[S:22].C(N(CC)CC)C.[N:30]1[C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[C:33]([CH:40]=O)=[CH:32][CH:31]=1.C([BH3-])#N.[Na+]>>[CH3:8][N:9]([CH2:40][C:33]1[C:34]2[C:39](=[CH:38][CH:37]=[CH:36][CH:35]=2)[N:30]=[CH:31][CH:32]=1)[CH2:10][CH2:11][N:12]1[C:20]2[N:19]=[CH:18][NH:17][C:16]=2[C:15](=[O:21])[NH:14][C:13]1=[S:22]

Participants

Reactant 4

HCID 8471Triethylamine

HCID 780724-Quinolinecarboxaldehyde

HCID 5003444Sodium cyanoborohydride

HCID 86631146HCID 86631146, compound

Product 1

HCID 24855163HCID 24855163, compoundYield 14.1%

Procedure

The title compound was prepared in accordance with the general method described in Example 26(c) by using 3-[2-(methylamino)ethyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate (0.10 g, 0.29 mmol, obtained from Example 28(c)), triethylamine (0.032 mL, 0.32 mmol), 4-quinoline carboxaldehyde (0.060 g, 0.38 mmol) and sodium cyanoborohydride (0.028 g, 0.44 mmol) which yielded 0.015 g (14% yield) of the title compound.

Workup

customThe title compound was prepared in accordance with the general method

Sources & evidence

ORD record: ord-f6f76adcc1ba4427ba28bdb490ce3b2f
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08026244B2

Reaction notes

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