Dimethylformamide → HCID 21264429, compound

HRID 567102Notes

Reaction equation

HRID 567102 reaction equation
[F:1][C:2]([F:20])([F:19])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[C:15]3[CH:16]=[CH:17][S:18][C:14]=3[CH2:13][CH2:12][NH:11]2)=[CH:6][CH:5]=1.CN(C)C=O.Cl.[CH3:27][N:28]([CH3:41])[CH2:29][CH2:30][O:31][C:32]1[CH:40]=[CH:39][C:35]([C:36](O)=[O:37])=[CH:34][CH:33]=1.Cl.CN(C)CCCN=C=NCC>C(N(CC)CC)C.ClCCl>[CH3:27][N:28]([CH3:41])[CH2:29][CH2:30][O:31][C:32]1[CH:33]=[CH:34][C:35]([C:36]([N:11]2[CH2:12][CH2:13][C:14]3[S:18][CH:17]=[CH:16][C:15]=3[CH:10]2[C:7]2[CH:8]=[CH:9][C:4]([O:3][C:2]([F:1])([F:19])[F:20])=[CH:5][CH:6]=2)=[O:37])=[CH:39][CH:40]=1

Participants

7

Reactant 4

HCID 6228Dimethylformamide2×HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2777349HCID 2777349, compoundHCID 131748714-[2-(Dimethylamino)ethoxy]benzoic acid--hydrogen chloride (1/1)

Product 1

HCID 21264429HCID 21264429, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

Similarly as described in example 22 using a solution of 4-(4-trifluoromethoxyphenyl)-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 pi), 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-af2dfd2cac8d47949eca3157a43d9e2a
Source dataset
uspto-grants-2001_01
Patent number
US06177443B1

Reaction notes

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