6-Fluoro-1,2,3,4-tetrahydroisoquinoline → 4-(6-((6-fluoro-3,4-dihydroisoquinolin-2(1H)-yl)methyl)-2-(2-methyl-1H-benzo[d]imidazol-1-yl)thieno[3,2-d]pyrimidin-4-yl)morpholine

HRID 1945797Notes

Reaction equation

HRID 1945797 reaction equation
[CH3:1][C:2]1[N:6]([C:7]2[N:8]=[C:9]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[C:10]3[S:15][C:14]([CH:16]=O)=[CH:13][C:11]=3[N:12]=2)[C:5]2[CH:24]=[CH:25][CH:26]=[CH:27][C:4]=2[N:3]=1.[F:28][C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[CH2:35][NH:34][CH2:33][CH2:32]2>>[F:28][C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[CH2:35][N:34]([CH2:16][C:14]1[S:15][C:10]3[C:9]([N:18]4[CH2:23][CH2:22][O:21][CH2:20][CH2:19]4)=[N:8][C:7]([N:6]4[C:5]5[CH:24]=[CH:25][CH:26]=[CH:27][C:4]=5[N:3]=[C:2]4[CH3:1])=[N:12][C:11]=3[CH:13]=1)[CH2:33][CH2:32]2

Participants

3

Reactant 2

HCID 157187246-Fluoro-1,2,3,4-tetrahydroisoquinolineHCID 866482462-(2-methyl-1H-benzo[d]imidazol-1-yl)-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehyde

Product 1

HCID 596059994-(6-((6-fluoro-3,4-dihydroisoquinolin-2(1H)-yl)methyl)-2-(2-methyl-1H-benzo[d]imidazol-1-yl)thieno[3,2-d]pyrimidin-4-yl)morpholine

Procedure

Following General Procedure L for reductive amination, 2-(2-methyl-1H-benzo[d]imidazol-1-yl)-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehyde and 6-fluoro-1,2,3,4-tetrahydroisoquinoline were reacted to give 221. LCMS m/z: 515.6 (MH+)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-8c535fdcb3bd427183d83925906d1f7d
Source dataset
uspto-grants-2013_03
Patent number
US08394796B2

Reaction notes

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