HCID 117773884, compound → HCID 178467142, compound

HRID 526203Notes

Reaction equation

CS(OC[CH:7]1[CH2:12][CH2:11][CH:10]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([Cl:24])[N:22]=3)[N:17]=[CH:16][C:15]=2[C:25](=[O:27])[CH3:26])[CH2:9][CH2:8]1)(=O)=O.N[C@H]1CC[C@H]([CH2:35][N:36]2[CH2:41][CH2:40][N:39]([C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[CH2:38][CH2:37]2)CC1>>[C:25]([C:15]1[CH:16]=[N:17][C:18]2[C:23]([C:14]=1[NH:13][C@H:10]1[CH2:9][CH2:8][C@H:7]([CH2:35][N:36]3[CH2:41][CH2:40][N:39]([C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[CH2:38][CH2:37]3)[CH2:12][CH2:11]1)=[N:22][C:21]([Cl:24])=[CH:20][CH:19]=2)(=[O:27])[CH3:26]

Participants

Reactant 2

HCID 117773884HCID 117773884, compound

HCID 178452329HCID 178452329, compound

Product 1

HCID 178467142HCID 178467142, compoundYield 73%

Procedure

Following general procedure V, {4-[(3-acetyl-6-chloro-1,5-naphthyridin-4-yl)amino]-cyclohexyl}methyl methanesulfonate (170 mg, 0.42 mmol) was reacted with tert-butyl 4-[(trans-4-aminocyclohexyl)methyl]piperazine-1-carboxylate (93 mg, 0.50 mmol) to afford the desired product (150 mg, 73%) as a yellow solid. ESI MS m/z 502 [M+H]+

Sources & evidence

ORD record: ord-8d6052adf27547ab9e9da35a49aac7fb
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09345709B2

Reaction notes

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