Thieno(2,3-c)pyridine → 6-[(4-Amino-2-ethyl-5-pyrimidinyl)methyl]-7-methylthieno[2,3-c]pyridinium chloride hydrochloride

HRID 442223Notes

Reaction equation

HRID 442223 reaction equation
[ClH:1].[Cl-].[NH2:3][C:4]1[C:9]([CH2:10][N+:11]2[CH:12]=[C:13]3[S:20][CH:19]=[CH:18][C:14]3=[CH:15][C:16]=2C)=[CH:8][N:7]=[C:6]([CH2:21][CH3:22])[N:5]=1.Cl.[Cl-].N[C:26]1C(C[N+]2C=C3SC=CC3=CC=2)=CN=C(C)N=1.Br.NC1C(CBr)=CN=C(CC)N=1.CC1C=C2C=CSC2=CN=1.Br.NC1C(CBr)=CN=C(C)N=1.S1C2=CN=CC=C2C=C1>>[ClH:1].[Cl-:1].[NH2:3][C:4]1[C:9]([CH2:10][N+:11]2[C:12]([CH3:26])=[C:13]3[S:20][CH:19]=[CH:18][C:14]3=[CH:15][CH:16]=2)=[CH:8][N:7]=[C:6]([CH2:21][CH3:22])[N:5]=1

Participants

7

Reactant 6

HCID 9224Thieno(2,3-c)pyridineHCID 125134935-(Bromomethyl)-2-methylpyrimidin-4-amine--hydrogen bromide (1/1)HCID 214166655-(Bromomethyl)-2-ethyl-4-pyrimidinamine HydrobromideHCID 214166705-Methylthieno[2,3-c]pyridineHCID 214166806-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-thieno[2,3-c]pyridinium chloride hydrochlorideHCID 214166856-[(4-Amino-2-ethyl-5-pyrimidinyl)methyl]-5-methylthieno[2,3-c]pyridinium chloride hydrochloride

Product 1

HCID 214166676-[(4-Amino-2-ethyl-5-pyrimidinyl)methyl]-7-methylthieno[2,3-c]pyridinium chloride hydrochloride

Procedure

The compounds, 6-[(4-amino-2-ethyl-5-pyrimidinyl)methyl]-5-methylthieno[2,3-c]pyridinium chloride hydrochloride and 6-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-thieno[2,3-c]pyridinium chloride hydrochloride can be prepared following the above reaction, using the reactants 4-amino-2-ethyl-5-pyrimidinyl-methyl bromide hydrobromide with 5-methylthieno[2,3-c]pyridine or 4-amino-2-methyl-5-pyrimidinyl-methyl bromide hydrobromide with thieno[2,3-c]-pyridine, respectively.

Workup

  1. customthe above reaction

Sources & evidence

ORD record
ord-87091c413c3c4b6c93cf009609334459
Source dataset
uspto-grants-1977_08
Patent number
US04044133

Reaction notes

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