Hydrochloric Acid → 1-benzyl-6-fluoro-4-piperazin-1-yl-1H-indole-2-carboxylic acid amide

HRID 18168Notes

Reaction equation

HRID 18168 reaction equation
C(N1C2C(=C(N3CCN(C(OC(C)(C)C)=O)CC3)C=C(F)C=2)C=C1C(O)=O)C1C=CC=CC=1.[CH2:34]([N:41]1[C:49]2[C:44](=[C:45]([N:51]3[CH2:56][CH2:55][N:54]([C:57]([O:59][C:60]([CH3:63])([CH3:62])[CH3:61])=[O:58])[CH2:53][CH2:52]3)[CH:46]=[C:47]([F:50])[CH:48]=2)[CH:43]=[C:42]1[C:64]([NH2:66])=[O:65])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.Cl>>[CH2:34]([N:41]1[C:49]2[C:44](=[C:45]([N:51]3[CH2:56][CH2:55][N:54]([C:57]([O:59][C:60]([CH3:62])([CH3:63])[CH3:61])=[O:58])[CH2:53][CH2:52]3)[CH:46]=[C:47]([F:50])[CH:48]=2)[CH:43]=[C:42]1[C:64]([NH2:66])=[O:65])[C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1.[CH2:34]([N:41]1[C:49]2[C:44](=[C:45]([N:51]3[CH2:56][CH2:55][NH:54][CH2:53][CH2:52]3)[CH:46]=[C:47]([F:50])[CH:48]=2)[CH:43]=[C:42]1[C:64]([NH2:66])=[O:65])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Participants

5

Procedure

1-Benzyl-4-(4-tert-butoxycarbonyl-piperazin-1-yl)-6-fluoro-1H-indole-2-carboxylic acid amide was prepared from 1-benzyl-4-(4-tert-butoxycarbonyl-piperazin-1-yl)-6-fluoro-1H-indole-2-carboxylic acid using the procedure of step 4 of Example 1. The 1-benzyl-4-(4-tert-butoxycarbonyl-piperazin-1-yl)-6-fluoro-1H-indole-2-carboxylic acid amide was treated with ethanolic HCl as described in step 4 of Example 2 to give 1-benzyl-6-fluoro-4-piperazin-1-yl-1H-indole-2-carboxylic acid amide as a hydrochloride salt. MS: 353 (M+H)+.

Sources & evidence

ORD record
ord-23694764c3a9480b8a25fd2c26f2b924
Source dataset
uspto-grants-2010_06
Patent number
US07741326B2

Reaction notes

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