(S)-5-cyano-indan-2-carbaldehyde → HCID 178432235, compound

HRID 1993899Notes

Reaction equation

HRID 1993899 reaction equation
[F:1][C:2]1[CH:18]=[CH:17][C:5]2[N:6]([C@@H:10]3[CH2:15][CH2:14][C@H:13]([NH2:16])[CH2:12][CH2:11]3)[C:7]([CH3:9])=[N:8][C:4]=2[CH:3]=1.[CH:19]([C@@H:21]1[CH2:29][C:28]2[C:23](=[CH:24][CH:25]=[C:26]([C:30]#[N:31])[CH:27]=2)[CH2:22]1)=O>>[F:1][C:2]1[CH:18]=[CH:17][C:5]2[N:6]([C@@H:10]3[CH2:11][CH2:12][C@H:13]([NH:16][CH2:19][C@@H:21]4[CH2:29][C:28]5[C:23](=[CH:24][CH:25]=[C:26]([C:30]#[N:31])[CH:27]=5)[CH2:22]4)[CH2:14][CH2:15]3)[C:7]([CH3:9])=[N:8][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 58852264(S)-5-cyano-indan-2-carbaldehydeHCID 178432234HCID 178432234, compound

Product 1

HCID 178432235HCID 178432235, compound

Procedure

This compound was prepared from the hydrochloride salt of cis-4-(5-fluoro-2-methyl-benzoimidazol-1-yl)-cyclohexylamine and (S)-2-formyl-indan-5-carbonitrile through the same reductive amination method described previously. LC-MS showed a single peak, C25H27FN4 (m/e) calcd 402.2220, obsd 403.2 (M+H). 1H-NMR (CD3OD) □ 7.82 (q, 1H), 7.56 (s, 1H), 7.48 (d, 1H), 7.39 (d, 1H), 7.22 (d, 1H), 6.99 (t, 1H), 4.37 (m, 1H), 3.25 (m, 2H), 2.96 (br s, 1H), 2.65-2.90 (m, 7H), 2.61 (s, 3H), 1.99 (br d, 2H), 1.74 (m, 2H), 1.65 (br d, 2H).

Sources & evidence

ORD record
ord-60a6cef59f3243ef963d2d405d26405b
Source dataset
uspto-grants-2010_01
Patent number
US07652053B2

Reaction notes

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