Formaldehyde → N-[(3,4-dichlorophenyl)methyl]-4-hydroxy-N-methyl-1-[2-(3-morpholinopropanoylamino)ethyl]-5-oxo-2H-pyrrole-3-carboxamide

HRID 2214535

反応式

HRID 2214535 の反応式
ClC1C=C(C=CC=1Cl)CN(C)C(=O)C=C1C(=O)OC(C)(C)O1.C=O.[NH2:25][CH2:26][CH2:27][NH:28][C:29](=[O:38])[CH2:30][CH2:31][N:32]1[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1.[Cl:39][C:40]1[CH:41]=[C:42]([CH:65]=[CH:66][C:67]=1[Cl:68])[CH2:43][N:44]([CH3:64])[C:45]([C:47]1[CH2:51]N(CCC(NCCC(O)=O)=O)[C:49](=[O:62])[C:48]=1[OH:63])=[O:46]>>[Cl:39][C:40]1[CH:41]=[C:42]([CH:65]=[CH:66][C:67]=1[Cl:68])[CH2:43][N:44]([CH3:64])[C:45]([C:47]1[CH2:51][N:25]([CH2:26][CH2:27][NH:28][C:29](=[O:38])[CH2:30][CH2:31][N:32]2[CH2:33][CH2:34][O:35][CH2:36][CH2:37]2)[C:49](=[O:62])[C:48]=1[OH:63])=[O:46]

参加物

5

反応物 4

HCID 712FormaldehydeHCID 21947517N-(2-amino-ethyl)-3-morpholin-4-yl-propionamideHCID 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 回

生成物 1

HCID 54698208N-[(3,4-dichlorophenyl)methyl]-4-hydroxy-N-methyl-1-[2-(3-morpholinopropanoylamino)ethyl]-5-oxo-2H-pyrrole-3-carboxamide

実験手順

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-(2-amino-ethyl)-3-morpholin-4-yl-propionamide as described in the preparation of Compound 37. The desired product was isolated as a white solid (0.0134 g, 5% yield). 1H NMR (300 MHz, CDCl3) δ: 2.41 (m, 2H), 2.64 (bs, 2H), 2.72 (bs, 2H), 2.98 (m, 2H), 3.03 (s, 3H), 3.51 (t, J=5.6 Hz, 2H), 3.63 (t, J=5.2 Hz, 2H), 3.78 (m, 4H), 4.35 (s, 2H), 4.59 (s, 2H), 7.11 (d, J=8.1 Hz, 1H), 7.35–7.44 (m, 3H), 8.27 (t, 1H). HRMS (M+H) calcd for C22H28N4Cl2O5: 497.13585. found: 497.1377.

出典と根拠

ORDレコード
ord-b4c4d6cde14149838ceb9363e1ac4cef
出典データセット
uspto-grants-2006_09
特許番号
US07109186B2

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