1,1-Dimethylethyl N-((1S)-2-hydroxy-1-methylethyl)carbamate → HCID 67172661, compound

HRID 872771Notes

Reaction equation

HRID 872771 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([C:10]2[NH:14][N:13]=[CH:12][CH:11]=2)[CH:7]=[C:6]([Cl:15])[C:3]=1[C:4]#[N:5].C(OC([NH:23][C@@H:24]([CH3:27])[CH2:25]O)=O)(C)(C)C>>[NH2:23][C@@H:24]([CH3:27])[CH2:25][N:13]1[CH:12]=[CH:11][C:10]([C:8]2[CH:7]=[C:6]([Cl:15])[C:3]([C:4]#[N:5])=[C:2]([Cl:1])[CH:9]=2)=[N:14]1

Participants

3

Reactant 2

HCID 70231031,1-Dimethylethyl N-((1S)-2-hydroxy-1-methylethyl)carbamateHCID 67172747HCID 67172747, compound

Product 1

HCID 67172661HCID 67172661, compound

Procedure

The title compound was prepared from 2,6-dichloro-4-(1H-pyrazol-5-yl)benzonitrile (0.75 g, 3.15 mmol) and (S)-(−)-2-(tert-Butoxycarbonylamino)-1-propanol (0.552 g, 3.15 mmol) using the method of Example 34(c). Yield 0.121 g. 1H NMR (400 MHz; CDCl3): δ 1.15 (d, 3H), 1.54 (bs, 2H), 3.49 (m, 1H), 3.93 (dd, 1H), 4.14 (dd, 1H), 6.60 (d, 1H), 7.50 (d, 1H), 7.84 (s, 2H).

Sources & evidence

ORD record
ord-c80e9b3e9c6b4817b267824af64ef628
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

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