2-Propanol, 1-amino-2-methyl- → HCID 178459317, compound

HRID 1695610Notes

Reaction equation

HRID 1695610 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:26]=[CH:25][C:9]2[N:10]=[C:11]([NH:14][C@H:15]3[C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH2:18][CH2:17][CH2:16]3)[O:12][CH2:13][C:8]=2[CH:7]=1)=[O:4].[NH2:27][CH2:28][C:29]([CH3:32])([OH:31])[CH3:30]>C(#N)C>[OH:31][C:29]([CH3:32])([CH3:30])[CH2:28][NH:27][CH2:2][C:3]([NH:5][C:6]1[CH:26]=[CH:25][C:9]2[N:10]=[C:11]([NH:14][C@H:15]3[C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH2:18][CH2:17][CH2:16]3)[O:12][CH2:13][C:8]=2[CH:7]=1)=[O:4]

Participants

4

Reactant 2

HCID 951022-Propanol, 1-amino-2-methyl-HCID 178520801HCID 178520801, compound

Product 1

HCID 178459317HCID 178459317, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared from 2-chloro-N-{2-[(R)-(1,2,3,4-tetrahydro-naphthalen-1-yl)amino]-4H-benzo[d][1,3]oxazin-6-yl}-acetamide (Example 38 step A) (150 mg, 0.406 mmol, HPLC 1.185 min) and 1-amino-2-methyl-propan-2-ol (723 mg, 8.1 mmol) in acetonitrile (3 ml) according to the procedure described for Example 3 step B. Obtained the title compound as an off-white solid (151 mg, 88%, HPLC 0.563 min), MS (ISP) m/e=423.3 [(M+H)+].

Sources & evidence

ORD record
ord-f0125cab20d543f78ee62bf641bfe04c
Source dataset
uspto-grants-2012_04
Patent number
US08163740B2

Reaction notes

Loading…