Hydrochloric Acid → HCID 66985025, compound

HRID 1950784Notes

Reaction equation

HRID 1950784 reaction equation
CS[C:3]1[N:4]=[C:5]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([Br:21])[CH:16]=2)[C:6]2[C:12](=[O:13])[NH:11][CH:10]=[CH:9][C:7]=2[N:8]=1.C([NH:29][CH:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1)(OC(C)(C)C)=O.[ClH:36]>O1CCOCC1>[ClH:36].[NH2:29][CH:30]1[CH2:35][CH2:34][N:33]([C:3]2[N:4]=[C:5]([NH:14][C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([Br:21])[CH:16]=3)[C:6]3[C:12](=[O:13])[NH:11][CH:10]=[CH:9][C:7]=3[N:8]=2)[CH2:32][CH2:31]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7238334-(N-Boc-amino)piperidineHCID 66984945HCID 66984945, compound

Product 1

HCID 66985025HCID 66985025, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Compound 84 was prepared as described in Example 1g starting from 2-(methylthio)-4-(3-bromophenylamino)pyrido[4,3-d]pyrimidin-5(6H)-one (80 mg, 0.23 mmol) and 4-(boc-amino)piperidine (70 mg, 0.35 mmol) and treating with 4 N HCl in dioxane to yield the title compound (15 mg, 15%). MS m/z: 405.2 (M+1)+. 1H NMR (300 MHz, DMSO-d6) δ ppm 12.12 (s, 1H), 11.92 (s, 1H), 8.24 (s, 1H), 8.09 (s, 3H), 7.59-7.50 (m, 2H), 7.40-7.36 (m, 2H), 6.48 (s, 1H), 4.70 (s, 2H), 2.08-0.87 (m, 7H).

Sources & evidence

ORD record
ord-7ba31c0c0ffa42a9b237c06ac03dbc14
Source dataset
uspto-grants-2013_03
Patent number
US08404677B2

Reaction notes

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