(3,4-diaMinophenyl)(Morpholino)Methanone → HCID 178522433, compound

HRID 1012104Notes

Reaction equation

HRID 1012104 reaction equation
ClC1C=CC=C(Cl)C=1C(NC1C(C2NC3C=CC(CN4CCOCC4)=CC=3N=2)=NNC=1)=O.[O:33]1[C:38]2[CH:39]=[CH:40][CH:41]=[C:42]([C:43]([NH:45][C:46]3[C:47]([C:51](O)=O)=[N:48][NH:49][CH:50]=3)=[O:44])[C:37]=2[O:36][CH2:35][CH2:34]1.[NH2:54][C:55]1[CH:56]=[C:57]([C:62]([N:64]2[CH2:69][CH2:68][O:67][CH2:66][CH2:65]2)=[O:63])[CH:58]=[CH:59][C:60]=1[NH2:61]>>[N:64]1([C:62]([C:57]2[CH:58]=[CH:59][C:60]3[NH:61][C:51]([C:47]4[C:46]([NH:45][C:43]([C:42]5[C:37]6[O:36][CH2:35][CH2:34][O:33][C:38]=6[CH:39]=[CH:40][CH:41]=5)=[O:44])=[CH:50][NH:49][N:48]=4)=[N:54][C:55]=3[CH:56]=2)=[O:63])[CH2:69][CH2:68][O:67][CH2:66][CH2:65]1

Participants

4

Reactant 3

HCID 22411123(3,4-diaMinophenyl)(Morpholino)MethanoneHCID 178522426HCID 178522426, compoundHCID 1785224494-[(2,3-dihydro-benzo[1,4]dioxine-5-carbonyl)-amino]-1H-pyrazole-3-carboxylic acid

Product 1

HCID 178522433HCID 178522433, compound

Procedure

The compound was prepared in a manner analogous to 2,6-dichloro-N-[3-(5-morpholin-4-ylmethyl-1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-benzamide (Example 94E), but using 4-[(2,3-dihydro-benzo[1,4]dioxine-5-carbonyl)-amino]-1H-pyrazole-3-carboxylic acid (Example 97A) and (3,4-diamino-phenyl)-morpholin-4-yl-methanone (Example 94B) to give 2,3-dihydro-benzo[1,4]dioxine-5-carboxylic acid {3-[5-(morpholine-4-carbonyl)-1H-benzimidazol-2-yl]-1H-pyrazol-4-yl}-amide (15 mg) as a beige solid. (LC/MS: Rt 2.89, [M+H]+ 475.20).

Sources & evidence

ORD record
ord-b0135b0099674df2a31ba8c5c67784b1
Source dataset
uspto-grants-2011_07
Patent number
US07977477B2

Reaction notes

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