methyl 4-amino-1-methyl-1H-pyrrole-2-carboxylate hydrochloride → HCID 10283534, compound

HRID 1370939Notes

Reaction equation

HRID 1370939 reaction equation
[CH2:1]([N:8]([CH2:21][C:22]1[CH:41]=[CH:40][C:25]([O:26][C:27]2[CH:39]=[CH:38][C:30]([O:31][CH2:32][CH2:33][CH2:34][C:35](O)=[O:36])=[CH:29][CH:28]=2)=[CH:24][CH:23]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])[C:10]=1[CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.C[O:44][C:45]([C:47]1[N:48]([CH3:53])[CH:49]=[C:50]([NH2:52])[CH:51]=1)=[O:46]>>[CH2:1]([N:8]([CH2:21][C:22]1[CH:41]=[CH:40][C:25]([O:26][C:27]2[CH:39]=[CH:38][C:30]([O:31][CH2:32][CH2:33][CH2:34][C:35]([NH:52][C:50]3[CH:51]=[C:47]([C:45]([OH:46])=[O:44])[N:48]([CH3:53])[CH:49]=3)=[O:36])=[CH:29][CH:28]=2)=[CH:24][CH:23]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])[C:10]=1[CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 2794656methyl 4-amino-1-methyl-1H-pyrrole-2-carboxylate hydrochlorideHCID 18512383HCID 18512383, compound

Product 1

HCID 10283534HCID 10283534, compound

Procedure

The product from Example 233 and 4-amino-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester hydrochloride were processed as described in Example 251A and B to provide the titled compound. 1H NMR (500 MHz, DMSO-d6) δ11.89-12.33 (br.s, 1 H), 9.81 (s, 1 H), 8.94 (s, 1 H), 7.24 (m, 8 H), 6.98 (m, 7 H), 6.82 (d, 2 H), 6.65 (d, 1 H), 4.04 (s, 2 H), 4.00 (s, 2 H), 3.97 (t, 2 H), 3.79 (s, 3 H), 2.91 (s, 3 H), 2.38 (m, 5 H), 1.99 (m, 2 H); MS (ESI+) m/z 697 (M+H)+.

Sources & evidence

ORD record
ord-6d54b7b3f1164d9d95247c6e6dd5d3c1
Source dataset
uspto-grants-2003_06
Patent number
US06583180B2

Reaction notes

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