Formaldehyde → HCID 54698212, compound

HRID 2214540Notes

Reaction equation

HRID 2214540 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[Cl:22])[CH2:5][N:6]([CH3:18])[C:7](=[O:17])[CH:8]=[C:9]1[C:13](=[O:14])OC(C)(C)[O:10]1.C=O.NCCCN1CCOCC1.ClC1C=C(C=CC=1Cl)C[N:40]([CH3:60])[C:41]([C:43]1[CH2:47][N:46]([CH2:48][CH2:49]C(NCCC(O)=O)=O)[C:45](=O)[C:44]=1[OH:59])=O>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[Cl:22])[CH2:5][N:6]([CH3:18])[C:7]([C:8]1[CH2:60][N:40]([CH2:41][CH2:43][CH2:47][N:46]2[CH2:48][CH2:49][O:59][CH2:44][CH2:45]2)[C:13](=[O:14])[C:9]=1[OH:10])=[O:17]

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 61055N-(3-Aminopropyl)morpholineHCID 546917263-[3-[3-[(3,4-dichlorophenyl)methyl-methyl-carbamoyl]-4-hydroxy-5-oxo-2H-pyrrol-1-yl]propanoylamino]propanoic acidHCID 69655735N-(3,4-Dichloro-benzyl)-2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-methyl-acetamide2×

Product 1

HCID 54698212HCID 54698212, compound

Procedure

N-(3,4-Dichloro-benzyl)-2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-methyl-acetamide (Compound 37-A) was treated with paraformaldehyde and N-(3-aminopropyl)morpholine as described in the preparation of Compound 37. The title compound was isolated as a white solid (0.1345 g, 61% yield). 1H NMR (500 MHz, DMSO) δ: 1.69 (t, J=6.4 Hz, 2H), 2.25 (s, 2H), 2.32 (s, 4H), 2.97 (s, 3H), 3.40 (t, J=6.4 Hz, 2H), 3.55 (s, 4H), 4.05 (s, 2H), 4.59 (s, 2H), 7.24 (s, 1H), 7.51 (s, 1H), 7.62 (d, J=8.3 Hz, 1H). HRMS (M−H) calcd for C20H25N3Cl2O4: 442.13005. found: 442.1296.

Sources & evidence

ORD record
ord-28b356f9162a4e77ae0bde43dc231b0e
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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