Guanidine → HCID 53257950, compound

HRID 1921999Notes

Reaction equation

[NH2:1][C:2]([NH2:4])=[NH:3].[CH3:5][O:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[CH:13]=[C:12]([C:17]1[CH:22]=[CH:21][N:20]=[C:19]([NH:23][CH3:24])[N:18]=1)[CH:11]=[C:10]2[NH:25][CH:26]1[CH2:31][CH2:30]N[CH2:28][CH2:27]1>>[CH3:5][O:6][C:7]1[CH:8]=[C:9]2[C:14]([CH:13]=[C:12]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([NH:23][CH3:24])[N:18]=3)[CH:11]=[C:10]2[NH:25][CH:26]2[CH2:27][CH2:28][N:3]([C:2](=[NH:4])[NH2:1])[CH2:30][CH2:31]2)=[CH:15][CH:16]=1

Participants

Reactant 2

HCID 3520Guanidine

HCID 58336320HCID 58336320, compound

Product 1

HCID 53257950HCID 53257950, compound

Procedure

4-({7-methoxy-3-[2-(methylamino)pyrimidin-4-yl]-1-naphthyl}amino)piperidine-1-carboximidamide was synthesized according to General Procedure A: guanidine formation except 4-(6-methoxy-4-(piperidin-4-ylamino)naphthalen-2-yl)-N-methylpyrimidin-2-amine 150 (0.018 g, 0.050 mmol) was used. The reaction mixture was triturated with ether (10 mL) to obtain 4-({7-methoxy-3-[2-(methylamino)pyrimidin-4-yl]-1-naphthyl}amino)piperidine-1-carboximidamide 204 as a solid (0.007 g). LC/MS (m/z): 406 [M+H].

Workup

custom4-({7-methoxy-3-[2-(methylamino)pyrimidin-4-yl]-1-naphthyl}amino)piperidine-1-carboximidamide was synthesized
customThe reaction mixture was triturated with ether (10 mL)

Sources & evidence

ORD record: ord-2adb939e223a42698ecead21b80e24cb
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08173808B2

Reaction notes

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