Sodium borohydride → HCID 12773888, compound

HRID 1284068Notes

Reaction equation

HRID 1284068 reaction equation
[CH3:1][N:2]1[C:6]([S:7][CH2:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:27][CH2:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)=[C:16]([O:19][CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH:17]=3)[CH2:12][CH2:11][N:10]=2)=[N:5][N:4]=[N:3]1.[BH4-].[Na+]>CO>[CH3:1][N:2]1[C:6]([S:7][CH2:8][CH:9]2[C:18]3[C:13](=[CH:14][C:15]([O:27][CH2:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)=[C:16]([O:19][CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH:17]=3)[CH2:12][CH2:11][NH:10]2)=[N:5][N:4]=[N:3]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 12773939HCID 12773939, compound

Product 1

HCID 12773888HCID 12773888, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 1-(1-methyl-1H-tetrazol-5-yl)-thiomethyl- 6,7-dibenzyloxy-3,4-dihydroisoquinoline (1g) in methanol (10 ml) was added sodium borohydride (120 mg), and the mixture was stirred for 1.5 hours at room temperature. After the reaction precipitated crystals were collected by filtration and washed with methanol to give 1-(1-methyl-1H-tetrazol-5-yl)thiomethyl- 6,7-dibenzyloxy-1,2,3,4-tetrahydroisoquinoline (0.88 g). This crystals were recrystallized from ethanol to give crystals, mp 106° to 108°C.

Workup

  1. customAfter the reaction precipitated crystals
  2. filtrationwere collected by filtration
  3. washwashed with methanol

Sources & evidence

ORD record
ord-2f3945fc919f4ec7b29d50c324d182f1
Source dataset
uspto-grants-1976_08
Patent number
US03978063

Reaction notes

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