Dimethylformamide → HCID 44816805, compound

HRID 1697974Notes

Reaction equation

HRID 1697974 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[C:8]3[CH2:26][CH2:25][NH:24][CH2:23][C:9]=3[N:10]=[C:11]([C:13]3[CH:22]=[CH:21][C:16]4[NH:17][C:18](=[O:20])[NH:19][C:15]=4[CH:14]=3)[N:12]=2)[CH2:3][CH2:2]1.Cl[C:28]1[N:33]=[CH:32][CH:31]=[CH:30][N:29]=1.CN(C)C=O.C(N(CC)C(C)C)(C)C>>[O:1]1[CH2:2][CH2:3][N:4]([C:7]2[C:8]3[CH2:26][CH2:25][N:24]([C:28]4[N:33]=[CH:32][CH:31]=[CH:30][N:29]=4)[CH2:23][C:9]=3[N:10]=[C:11]([C:13]3[CH:22]=[CH:21][C:16]4[NH:17][C:18](=[O:20])[NH:19][C:15]=4[CH:14]=3)[N:12]=2)[CH2:5][CH2:6]1

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 744042-ChloropyrimidineHCID 81531DiisopropylethylamineHCID 67178837HCID 67178837, compound

Product 1

HCID 44816805HCID 44816805, compound

Procedure

Step 3—Synthesis of compound ug: 5-(4-morpholino-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)-1H-benzo[d]imidazol-2(3H)-one (0.297 g, 0.843 mmol), 2-Chloropyrimidine (0.145 g, 1.27 mmol), N,N-Dimethylformamide (10.0 mL, 129 mmol) and N,N-Diisopropylethylamine (0.588 mL, 3.38 mmol) were combined. The reaction solution was microwaved on 300 watts, 120° C. for 30 minutes on a CEM microwave. The reaction solution was filtered and washed with dichloromethane. LC/MS-m/z+431.2 (M+H)+

Workup

  1. customThe reaction solution was microwaved on 300 watts, 120° C. for 30 minutes on a CEM microwave
  2. filtrationThe reaction solution was filtered
  3. washwashed with dichloromethane

Sources & evidence

ORD record
ord-9915d661698343ad82d4e0f294f78f6e
Source dataset
uspto-grants-2012_04
Patent number
US08163763B2

Reaction notes

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