Methyl chloroformate → HCID 67127279, compound

HRID 514097Notes

Reaction equation

HRID 514097 reaction equation
[NH2:1][C:2]([CH3:33])([CH3:32])[C:3]#[C:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]=[C:10]([CH3:31])[C:11]([CH:22]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])[C:23]([OH:25])=[O:24])=[C:12]2[C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)=[CH:7][CH:6]=1.Cl[C:35]([O:37][CH3:38])=[O:36]>>[C:27]([O:26][CH:22]([C:11]1[C:10]([CH3:31])=[CH:9][C:8]2[C:13](=[CH:14][C:5]([C:4]#[C:3][C:2]([NH:1][C:35]([O:37][CH3:38])=[O:36])([CH3:33])[CH3:32])=[CH:6][CH:7]=2)[C:12]=1[C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=1)[C:23]([OH:25])=[O:24])([CH3:28])([CH3:30])[CH3:29]

Participants

3

Reactant 2

HCID 6586Methyl chloroformateHCID 56600131HCID 56600131, compound

Product 1

HCID 67127279HCID 67127279, compound

Procedure

2-tert-Butoxy-2-(1-(4-chlorophenyl)-7-(3-(methoxycarbonylamino)-3-methylbut-1-ynyl)-3-methylnaphthalen-2-yl)acetic acid (97) was prepared by the method of Example 94 from 2-(7-(3-amino-3-methylbut-1-ynyl)-1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)-2-tert-butoxyacetic acid using methyl chloroformate. 1H-NMR: 400 MHz, (CD3OD) δ: 7.72 (d, J=8 Hz, 1H), 7.67 (s, 1H), 7.57 (m, 3H), 7.40 (d, J=8 Hz, 1H), 7.31 (d, J=9 Hz, 1H), 7.26 (s, 1H), 5.16 (s, 1H), 3.60 (s, 3H), 2.60 (s, 3H), 1.58 (s, 6H), 0.98 (s, 9H). LCMS-ESI+ (m/z): [M+H]+ calcd for C30H33ClNO5: 522.2. found: 522.1.

Sources & evidence

ORD record
ord-ff10c09a5c5845eaa690807505d45373
Source dataset
uspto-grants-2015_08
Patent number
US09102614B2

Reaction notes

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