Dimethylformamide → HCID 135774151, compound

HRID 720148Notes

Reaction equation

HRID 720148 reaction equation
[C:1]([NH:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=O)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].Cl.C[N:16](C)[CH2:17][CH2:18][CH2:19][N:20]=[C:21]=NCC.C[N:27](C)[CH:28]=[O:29]>CN(C)C1C=CN=CC=1>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([C:9]([NH:4][C:5]2[CH:6]=[C:7]3[C:28](=[O:29])[NH:27][N:16]=[CH:17][C:18]4=[CH:19][NH:20][C:21]([CH:13]=2)=[C:8]34)=[O:11])=[CH:12][CH:13]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 19266p-Acetamidobenzoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Product 1

HCID 135774151HCID 135774151, compound

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

Preparation of example 197 from the title compound of Example 2 (124 mg, 0.525 mmol), 4-acetylamino-benzoic acid (113 mg, 0.631 mmol), (3-dimethylamino-propyl)-ethyl-carbodiimide hydrochloride (120 mg, 0.628 mmol), and 4-dimethylaminopyridine (77 mg, 0.631 mmol) in N,N-dimethylformamide (7.0 mL) was carried out analogously to Example 190, Step 2. When the reaction was judged complete, the volatile components were evaporated and methanol was added. The mixture was filtered to collect the solids, which were then washed with methanol, dichloromethane and diethyl ether. After drying, the title compound (32 mg, 0.0886 mmol) was obtained as a yellow powder in 17% yield.

Sources & evidence

ORD record
ord-104ef36976844330b5f481a4d7c04e42
Source dataset
uspto-grants-2006_11
Patent number
US07132533B2

Reaction notes

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