4-Methylmorpholine → 5-chloro-thiophene-2-carboxylic acid-N-{1-[3-chloro-4-(pyrrolidin-1-yl-carbonyl)-phenylcarbamoyl]-ethyl}-amide

HRID 15099

Reaction equation

HRID 15099 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][CH:10]([CH3:14])[C:11]([OH:13])=O)=[O:8])=[CH:4][CH:3]=1.[Cl:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][C:22]=1[C:23]([N:25]1[CH2:29][CH2:28][CH2:27][CH2:26]1)=[O:24])[NH2:19].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CN1CCOCC1>CN(C=O)C>[Cl:15][C:16]1[CH:17]=[C:18]([NH:19][C:11]([CH:10]([NH:9][C:7]([C:5]2[S:6][C:2]([Cl:1])=[CH:3][CH:4]=2)=[O:8])[CH3:14])=[O:13])[CH:20]=[CH:21][C:22]=1[C:23]([N:25]1[CH2:26][CH2:27][CH2:28][CH2:29]1)=[O:24]

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 167778533-Chloro-4-[(pyrrolidin-1-yl)carbonyl]anilineHCID 432393382-[(5-Chloro-thiophene-2-carbonyl)-amino]-propionic acid

Product 1

HCID 116407315-chloro-thiophene-2-carboxylic acid-N-{1-[3-chloro-4-(pyrrolidin-1-yl-carbonyl)-phenylcarbamoyl]-ethyl}-amide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared analogously to Example 1a from 2-[(5-chloro-thiophene-2-carbonyl)-amino]-propionic acid and 3-chloro-4-(pyrrolidin-1-yl-carbonyl)-aniline with TBTU and NMM in DMF.

Sources & evidence

ORD record
ord-dcdbdac0a56e40299e8b1ada792d2b70
Source dataset
uspto-grants-2010_06
Patent number
US07732466B2

Linked notes

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