methyl((1-methyl-1H-indol-2-yl)methyl)amine → HCID 10482562, compound

HRID 1711868Notes

Reaction equation

HRID 1711868 reaction equation
[CH3:1][NH:2][CH2:3][C:4]1[N:5]([CH3:13])[C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2.CNCC1C=CC2C(=CC=CC=2)C=1CCC.[ClH:30].[CH3:31][O:32][C:33]1[CH:56]=[CH:55][C:36]([CH2:37][N:38]2[CH2:44][C:43]3[CH:45]=[C:46](/[CH:49]=[CH:50]/[C:51]([OH:53])=O)[CH:47]=[N:48][C:42]=3[NH:41][C:40](=[O:54])[CH2:39]2)=[CH:35][CH:34]=1.Cl.CN1CC2C=C(/C=C/C(O)=O)C=NC=2NC(=O)C1>>[ClH:30].[CH3:31][O:32][C:33]1[CH:34]=[CH:35][C:36]([CH2:37][N:38]2[CH2:44][C:43]3[CH:45]=[C:46](/[CH:49]=[CH:50]/[C:51]([N:2]([CH3:1])[CH2:3][C:4]4[N:5]([CH3:13])[C:6]5[C:11]([CH:12]=4)=[CH:10][CH:9]=[CH:8][CH:7]=5)=[O:53])[CH:47]=[N:48][C:42]=3[NH:41][C:40](=[O:54])[CH2:39]2)=[CH:55][CH:56]=1

Participants

5

Reactant 4

HCID 11401058methyl((1-methyl-1H-indol-2-yl)methyl)amineHCID 59456959Methyl-(1-propyl-naphthalen-2-ylmethyl)amineHCID 66966197(E)-3-(4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylic acid hydrochlorideHCID 66966837(E)-3-(4-(4-Methoxybenzyl)-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylic acid hydrochloride

Product 1

HCID 10482562HCID 10482562, compoundYield 83%

Procedure

According to the procedure of Example 1, except substituting methyl-(1-methyl-1H-indol-2-ylmethyl)amine for the methyl-(1-propyl-naphthalen-2-ylmethyl)amine, and substituting (E)-3-[4-(4-methoxy-benzyl)-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl]acrylic acid hydrochloride for the (E)-3-(4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylic acid hydrochloride, the title compound (0.20 g, 83%) was prepared as a tan powder: 1H NMR (300 MHz, DMSO-d6) δ 12.07 (br s, 1H), 11.23-11.21 (m, 1H), 8.78 (s, 1H), 8.27-8.20 (m, 1H), 7.64-6.99 (m, 10H), 6.42-6.18 (m, 1H), 5.06-4.86 (m, 2H), 4.32-4.20 (m, 4H), 3.77-3.68 (m, 8H), 3.12-3.00 (m, 3H); MS (ESI) m/e 510 (M+H)+.

Sources & evidence

ORD record
ord-9ce7428e88454bbd9b7bbb8747852cc4
Source dataset
uspto-grants-2010_09
Patent number
US07790709B2

Reaction notes

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