Guanidine → HCID 53257951, compound

HRID 1921998Notes

Reaction equation

HRID 1921998 reaction equation
[NH2:1][C:2](N)=[NH:3].[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH2:15][CH2:16][NH:17][C:18]2[N:23]=[C:22]([C:24]3[CH:33]=[C:32]([N:34]4[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]4)[C:31]4[C:26](=[CH:27][CH:28]=[C:29]([O:40][CH3:41])[CH:30]=4)[CH:25]=3)[CH:21]=[CH:20][N:19]=2)[CH:10]=[CH:11][C:12]=1[O:13][CH3:14]>>[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH2:15][CH2:16][NH:17][C:18]2[N:23]=[C:22]([C:24]3[CH:33]=[C:32]([N:34]4[CH2:39][CH2:38][N:37]([C:2](=[NH:1])[NH2:3])[CH2:36][CH2:35]4)[C:31]4[C:26]([CH:25]=3)=[CH:27][CH:28]=[C:29]([O:40][CH3:41])[CH:30]=4)[CH:21]=[CH:20][N:19]=2)[CH:10]=[CH:11][C:12]=1[O:13][CH3:14]

Participants

3

Reactant 2

HCID 3520GuanidineHCID 67305590N-(3,4-dimethoxyphenethyl)-4-(6-methoxy-4-(piperazin-1-yl)naphthalen-2-yl)pyrimidin-2-amine

Product 1

HCID 53257951HCID 53257951, compound

Procedure

4-[3-(2-{[2-(3,4-dimethoxyphenyl)ethyl]amino}pyrimidin-4-yl)-7-methoxy-1-naphthyl]piperazine-1-carboximidamide was synthesized according to General Procedure A: guanidine formation except N-[2-(3,4-dimethoxyphenyl)ethyl]-4-(6-methoxy-4-piperazin-1-yl-2-naphthyl)pyrimidin-2-amine (0.020 g, 0.035 mmol) was used. The reaction mixture was triturated with ether (10 mL) to obtain 4-[3-(2-{[2-(3,4-dimethoxyphenyl)ethyl]amino}pyrimidin-4-yl)-7-methoxy-1-naphthyl]piperazine-1-carboximidamide 203 as a of yellow solid (0.010 g). LC/MS (m/z): 543 [M+H].

Workup

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

Sources & evidence

ORD record
ord-a46ab66082dc4ded999326417cb7c98d
Source dataset
uspto-grants-2012_05
Patent number
US08173808B2

Reaction notes

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