Dichloromethane → HCID 90449331, compound

HRID 2200861Notes

Reaction equation

HRID 2200861 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:18]=[CH:17][C:16]3[N:15]=[CH:14][C:13]4[CH2:19][N:20]([CH3:37])[C:21](=[O:36])[N:22]([CH:23]5[CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25][CH2:24]5)[C:12]=4[C:11]=3[N:10]=2)=[CH:5][CH:4]=1.C(Cl)[Cl:39]>>[ClH:39].[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:18]=[CH:17][C:16]3[N:15]=[CH:14][C:13]4[CH2:19][N:20]([CH3:37])[C:21](=[O:36])[N:22]([CH:23]5[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]5)[C:12]=4[C:11]=3[N:10]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 89589799HCID 89589799, compound

Product 1

HCID 90449331HCID 90449331, compoundYield 76.1%

Procedure

In DCM (10 mL) was dissolved tert-butyl 4-(9-(6-methoxypyridin-3-yl)-3-methyl-2-oxo-3,4-dihydropyrimido[5,4-c][1,5]naphthyridin-1(2H)-yl)piperidine-1-carboxylate (75 mg, 0.149 mmol). The solution was purged with hydrogen chloride gas for 0.5 h and a precipitate was formed. The precipitate was filtrated under reduced pressure, washed sequentially with DCM and diethyl ether and dried to give a solid (50 mg, 76.1% yield).

Workup

  1. customThe solution was purged with hydrogen chloride gas for 0.5 h
  2. customa precipitate was formed
  3. filtrationThe precipitate was filtrated under reduced pressure
  4. washwashed sequentially with DCM and diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-05d10b1aba7e4443bff661868ddfa38a
Source dataset
uspto-grants-2016_06
Patent number
US09359371B2

Reaction notes

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