5-bromo-1H-indazole → HCID 57950500, compound

HRID 598863Notes

Reaction equation

HRID 598863 reaction equation
Cl.[NH2:2][C@@H:3]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=1)[CH2:4][C:5](O)=O.Br[C:20]1[CH:21]=[C:22]2[C:26](=[CH:27][CH:28]=1)[NH:25][N:24]=[CH:23]2.C(C1C=C2[C:37](=[CH:38]C=1)[NH:36][N:35]=C2)#C.C(C1C=C2C(=CC=1)N[N:46]=C2C)#C>>[NH:25]1[C:26]2[C:22](=[CH:21][C:20]([C:38]3[N:46]=[N:35][N:36]([CH2:5][CH2:4][C@@H:3]([NH2:2])[CH2:8][C:9]4[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=4)[CH:37]=3)=[CH:28][CH:27]=2)[CH:23]=[N:24]1

Participants

5

Reactant 4

HCID 7619295-bromo-1H-indazole2×HCID 2761665(3S)-3-Amino-4-[4-(trifluoromethyl)phenyl]butanoic acid--hydrogen chloride (1/1)HCID 178424335-ethynyl-1H-indazoleHCID 178435597HCID 178435597, compound

Product 1

HCID 57950500HCID 57950500, compound

Procedure

As shown in Scheme 12, Example 37 was synthesized starting with commercially available (S)-3-amino-4-(4-(trifluoromethyl)phenyl)butanoic acid hydrochloride [PepTech Corporation, 20 Mall Road, Suite 460, Burlington, Mass. 01803, USA) and 5-bromo-1H-indazole [Fisher Scientific, 2000 Park Lane Drive, Pittsburgh, Pa. 15275, USA]. The 2 step synthesis of 5-ethynyl-1H-indazole was performed in a similar manner as the 5-ethynyl-3-methyl-1H-indazole required for Example 38, using 5-bromo-1H-indazole instead of 5-bromo-3-methyl-1H-indazole.

Workup

  1. customwas synthesized

Sources & evidence

ORD record
ord-48040d7c84cd42dda77c7bf366793a80
Source dataset
uspto-grants-2011_03
Patent number
US07897619B2

Reaction notes

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