Dimethylformamide → HCID 21264453, compound

HRID 567104Notes

Reaction equation

HRID 567104 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]2[CH2:16][NH:15][CH2:14][C:13]3[S:17][CH:18]=[CH:19][C:12]2=3)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].CN(C)C=O.Cl.[CH3:26][N:27]([CH3:40])[CH2:28][CH2:29][O:30][C:31]1[CH:39]=[CH:38][C:34]([C:35](O)=[O:36])=[CH:33][CH:32]=1.Cl.CN(C)CCCN=C=NCC>C(N(CC)CC)C.ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]2[CH2:16][N:15]([C:35]([C:34]3[CH:33]=[CH:32][C:31]([O:30][CH2:29][CH2:28][N:27]([CH3:40])[CH3:26])=[CH:39][CH:38]=3)=[O:36])[CH2:14][C:13]3[S:17][CH:18]=[CH:19][C:12]2=3)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

7

Reactant 4

HCID 6228Dimethylformamide2×HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 12888917HCID 12888917, compoundHCID 131748714-[2-(Dimethylamino)ethoxy]benzoic acid--hydrogen chloride (1/1)

Product 1

HCID 21264453HCID 21264453, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

Similarly as described in example 22 using a solution of 4-(3,4-Dimethoxyphenyl)-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine in N,N-dimethylformamide (0.375 M, 0.4 ml, 0.15 mmol), a suspension of 4-(2-dimethylaminoethoxy)benzoic acid hydrochloride in N,N-dimethylformamide (0.375 M, 0.4 ml, 0.15 mmol), triethylamine (42 pi), and 0.25 ml of a suspension of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride in dichloromethane (1.73 9 in 8.3 ml) affords the title compound.

Sources & evidence

ORD record
ord-42dc3257776c4bb49b7e5ce2fb2b8b48
Source dataset
uspto-grants-2001_01
Patent number
US06177443B1

Reaction notes

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