Triethylamine → 9-[N-(2,4-Diaminoquinazolin-6-yl)amino]fluorene

HRID 1827730Notes

Reaction equation

[C:1]1(=O)[C:13]2[C:5]([C:6]3[C:11]([CH:12]=2)=[CH:10][CH:9]=[CH:8][CH:7]=3)=[CH:4][CH:3]=[CH:2]1.[NH2:15][C:16]1[N:25]=[C:24]([NH2:26])[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([NH2:27])[CH:22]=2)[N:17]=1.CCN(CC)CC>>[NH2:15][C:16]1[N:25]=[C:24]([NH2:26])[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([NH:27][CH:12]3[C:11]4[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=4[C:5]4[C:13]3=[CH:1][CH:2]=[CH:3][CH:4]=4)[CH:22]=2)[N:17]=1

Participants

Reactant 3

HCID 8471Triethylamine

HCID 2926612,4,6-Triaminoquinazoline

HCID 22281833Fluoreneone

Product 1

HCID 99497909-[N-(2,4-Diaminoquinazolin-6-yl)amino]fluorene

Procedure

9-[N-(2,4-Diaminoquinazolin-6-yl)amino]fluorene (Formula I: Ar=2,4-diaminoquinazolin-6-yl; W=NH; Z=CH; Z=chemical bond; m=n=0) is prepared similarly to N-(2,4-diaminopyrido[3,2-d]diamino]fluorene as disclosed above by using fluorenone (360 mg, 2.0 mmol), 2,4,6-triaminoquinazoline (350 mg, 2.0 mmol), and BH3.Et3N (75 mg, 6.6 mmol). The product can be purified by chromatography.

Workup

customThe product can be purified by chromatography

Sources & evidence

ORD record: ord-0502143c7bc34fbfaecb9186449ee912
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07056911B1

Reaction notes

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