Dimethylformamide → HCID 21264408, compound

HRID 567101Notes

Reaction equation

HRID 567101 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:13]3[CH:14]=[CH:15][S:16][C:12]=3[CH2:11][CH2:10][NH:9]2)=[CH:4][CH:3]=1.CN(C)C=O.Cl.[CH3:23][N:24]([CH3:37])[CH2:25][CH2:26][O:27][C:28]1[CH:36]=[CH:35][C:31]([C:32](O)=[O:33])=[CH:30][CH:29]=1.Cl.CN(C)CCCN=C=NCC>C(N(CC)CC)C.ClCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[C:13]3[CH:14]=[CH:15][S:16][C:12]=3[CH2:11][CH2:10][N:9]2[C:32]([C:31]2[CH:30]=[CH:29][C:28]([O:27][CH2:26][CH2:25][N:24]([CH3:37])[CH3:23])=[CH:36][CH:35]=2)=[O:33])=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 6228Dimethylformamide2×HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27392694-(4-chlorophenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridineHCID 131748714-[2-(Dimethylamino)ethoxy]benzoic acid--hydrogen chloride (1/1)

Product 1

HCID 21264408HCID 21264408, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

Similarly as described in example 22 using a solution of 4-(4-chlorophenyl)-4,5,6,7-tetrahydro-thieno[3,2-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 ul), and 0.25 ml of a suspension of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride in dichloromethane (1.73 g in 8.3 ml) affords the title compound.

Sources & evidence

ORD record
ord-e075ff5f5ad74105aec9c5946494a7e4
Source dataset
uspto-grants-2001_01
Patent number
US06177443B1

Reaction notes

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