(S)-5-cyano-indan-2-carbaldehyde → HCID 178458923, compound

HRID 1993889Notes

Reaction equation

HRID 1993889 reaction equation
[NH2:1][C@@H:2]1[CH2:7][CH2:6][C@H:5]([N:8]2[C:12]3[CH:13]=[CH:14][C:15]([Cl:17])=[CH:16][C:11]=3[N:10]=[C:9]2[C:18]([OH:21])([CH3:20])[CH3:19])[CH2:4][CH2:3]1.[C:22]([C:24]1[CH:25]=[C:26]2[C:30](=[CH:31][CH:32]=1)[CH2:29][C@H:28]([CH:33]=O)[CH2:27]2)#[N:23]>>[Cl:17][C:15]1[CH:14]=[CH:13][C:12]2[N:8]([C@@H:5]3[CH2:4][CH2:3][C@H:2]([NH:1][CH2:33][C@@H:28]4[CH2:27][C:26]5[C:30](=[CH:31][CH:32]=[C:24]([C:22]#[N:23])[CH:25]=5)[CH2:29]4)[CH2:7][CH2:6]3)[C:9]([C:18]([OH:21])([CH3:19])[CH3:20])=[N:10][C:11]=2[CH:16]=1

Participants

3

Reactant 2

HCID 58852264(S)-5-cyano-indan-2-carbaldehydeHCID 178458917HCID 178458917, compound

Product 1

HCID 178458923HCID 178458923, compound

Procedure

This compound was prepared from the hydrochloride salt of cis-2-[1-(4-amino-cyclohexyl)-5-chloro-1H-benzoimidazol-2-yl]-propan-2-ol and (S)-5-cyano-indan-2-carbaldehyde. LC-MS showed a single peak, C27H31ClN4O (m/e) calcd 462.2186, obsd 463.2 (M+H). 1H-NMR (CD3OD) □ 7.96 (d, 1H), 7.59 (s, 1H), 7.57 (s, 1H), 7.49 (d, 1H), 7.38 (d, 1H), 7.18 (d, 1H), 5.38 (m, 1H), 3.22 (m, 2H), 2.75-2.97 (m, 8H), 2.01 (m, 2H), 1.72 (s, 6H), 1.68 (m, 4H).

Sources & evidence

ORD record
ord-a3b6051d754f4f2ca79b250e3643cb30
Source dataset
uspto-grants-2010_01
Patent number
US07652053B2

Reaction notes

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