Isoxazole-5-carbonyl chloride → HCID 67313622, compound

HRID 1012804Notes

Reaction equation

HRID 1012804 reaction equation
Cl.[NH2:2][C:3]1[CH:4]=[C:5]([C:9]2[C:17]3[S:16][C:15]([C:18]([NH:20][C@@H:21]4[CH:26]5[CH2:27][CH2:28][N:23]([CH2:24][CH2:25]5)[CH2:22]4)=[O:19])=[CH:14][C:13]=3[CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1.[O:29]1[C:33]([C:34]([Cl:36])=[O:35])=[CH:32][CH:31]=[N:30]1>>[ClH:36].[N:23]12[CH2:24][CH2:25][CH:26]([CH2:27][CH2:28]1)[C@@H:21]([NH:20][C:18]([C:15]1[S:16][C:17]3[C:9]([C:5]4[CH:4]=[C:3]([NH:2][C:34]([C:33]5[O:29][N:30]=[CH:31][CH:32]=5)=[O:35])[CH:8]=[CH:7][CH:6]=4)=[CH:10][CH:11]=[CH:12][C:13]=3[CH:14]=1)=[O:19])[CH2:22]2

Participants

3

Reactant 2

HCID 2736707Isoxazole-5-carbonyl chlorideHCID 67312996HCID 67312996, compound

Product 1

HCID 67313622HCID 67313622, compound

Procedure

50 mg (0.12 mmol) of 7-(3-aminophenyl)-N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-1-benzothiophene-2-carboxamide hydrochloride (Example 21) and 31.8 mg (0.24 mmol) of isoxazole-5-carbonyl chloride are reacted together by general method F. 44.4 mg (72.6% of theory) of the title compound are obtained.

Sources & evidence

ORD record
ord-5e06047ab3a546abb4c13d1b31df1109
Source dataset
uspto-grants-2011_07
Patent number
US07977485B2

Reaction notes

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