Formaldehyde → HCID 86618400, compound

HRID 2098683Notes

Reaction equation

HRID 2098683 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[C:5]2[S:10][C:9]([C:11]3([O:17][CH3:18])[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)=[CH:8][C:6]=2[N:7]=1.[CH2:25]=O.[BH4-].[Na+]>CO>[CH3:18][O:17][C:11]1([C:9]2[S:10][C:5]3[C:4]([N:19]4[CH2:24][CH2:23][O:22][CH2:21][CH2:20]4)=[N:3][CH:2]=[N:7][C:6]=3[CH:8]=2)[CH2:16][CH2:15][N:14]([CH3:25])[CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 4311764Sodium borohydrideHCID 86618401HCID 86618401, compound

Product 1

HCID 86618400HCID 86618400, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 2-chloro-6-(4-methoxy-piperidin-4-yl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine (175 mg) in methanol (3 ml) was added formaldehyde (37% solution in water, 0.11 ml) and sodium borohydride (54 mg). The reaction mixture was stirred at room temperature overnight. Chloroform/brine extraction and purification on silica gave 2-chloro-4-yl)-6-(4-methoxy-1-methyl-piperidin-4-yl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine.

Workup

  1. extractionChloroform/brine extraction and purification on silica

Sources & evidence

ORD record
ord-1c0b52e794a9468996334615c7b73423
Source dataset
uspto-grants-2013_05
Patent number
US08450315B2

Reaction notes

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