1,1-Dimethylethyl N-((1S)-2-hydroxy-1-methylethyl)carbamate → HCID 67172691, compound

HRID 872765Notes

Reaction equation

HRID 872765 reaction equation
[Cl:1][C:2]1[C:9]([F:10])=[C:8]([C:11]2[NH:15][N:14]=[CH:13][CH:12]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].O[CH2:17][C@@H:18]([NH:20]C(=O)OC(C)(C)C)[CH3:19]>>[NH2:20][C@@H:18]([CH3:19])[CH2:17][N:14]1[CH:13]=[CH:12][C:11]([C:8]2[CH:7]=[CH:6][C:3]([C:4]#[N:5])=[C:2]([Cl:1])[C:9]=2[F:10])=[N:15]1

Participants

3

Reactant 2

HCID 70231031,1-Dimethylethyl N-((1S)-2-hydroxy-1-methylethyl)carbamateHCID 67170874HCID 67170874, compound

Product 1

HCID 67172691HCID 67172691, compoundYield 53.8%

Procedure

The title compound was prepared from 2-chloro-3-fluoro-4-(1H-pyrazol-5-yl)benzonitrile (0.075 g, 0.34 mmol) and (S)-tert-butyl (1-hydroxypropan-2-yl)-carbamate (0.059 g, 0.34 mmol) using the method of Example 34(c) to afford 0.051 g of the title product. 1H NMR (400 MHz; CDCl3): δ 1.15 (d, 3H), 1.34 (bs, 2H), 3.49 (m, 1H), 3.95 (dd, 1H), 4.16 (dd, 1H), 6.79 (dd, 1H), 7.48 (m, 1H), 7.52 (d, 1H), 8.07 (m, 1H).

Sources & evidence

ORD record
ord-882452ecbe1f4839af39cf421bfe2c7f
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

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